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  1. Confluence Data Center
  2. CONFSERVER-28655

No authentication mechansims supported by both SMTP server and client

      We have been unable to reproduce this error message, except when the mail server is misconfigured:

      This error message is the result of no authentication mechanisms returned from the mail server. Exchange doesn't provide authentication mechanisms when using plain connection, or when only anonymous connection is supported.

      The solution is to establish a TLS connection when authentication mechanisms are supported, or to remove the username and password from the mail server configuration when only anonymous connection is supported. We weren't seeing this problem before the upgrade from javamail-1.4.1 as it would silently assume anonymous connection when no authentication mechanisms are matched.

      It's preferable to correct the mail server config rather than programmatically retrying without credentials every time mail is sent, so I'll update the log message (shown in the Confluence UI when sending test email) with better troubleshooting information.

      We have had reports of these workarounds not working, but unfortunately haven't been able to reproduce such a scenario yet. If this is the case for you, please raise a support request so that we can investigate further.


      Original Description for this issue is below:

      Seems like we have the same problem in JIRA, but it got caught there by more people. See linked JIRA case for details.

      This was documented against JIRA here:
      https://confluence.atlassian.com/display/JIRAKB/No+authentication+mechansims+supported+by+both+server+and+client+when+Configuring+Microsoft+Exchange+SMTP+Server

      An error has occurred with sending the test email:
      com.atlassian.mail.MailException: javax.mail.AuthenticationFailedException: No authentication mechansims supported by both server and client
      	at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:193)
      	at com.atlassian.confluence.jmx.JmxSMTPMailServer.send(JmxSMTPMailServer.java:80)
      	at com.atlassian.confluence.admin.actions.mail.SendTestEmailAction.execute(SendTestEmailAction.java:53)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:168)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.core.ConfluenceWorkflowInterceptor.intercept(ConfluenceWorkflowInterceptor.java:64)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.xwork.interceptors.XsrfTokenInterceptor.intercept(XsrfTokenInterceptor.java:100)
      	at com.atlassian.confluence.xwork.ConfluenceXsrfTokenInterceptor.intercept(ConfluenceXsrfTokenInterceptor.java:25)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.security.interceptors.CaptchaInterceptor.intercept(CaptchaInterceptor.java:49)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.validation.MessageHolderInterceptor.intercept(MessageHolderInterceptor.java:42)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.util.LoggingContextInterceptor.intercept(LoggingContextInterceptor.java:49)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.core.CancellingInterceptor.intercept(CancellingInterceptor.java:23)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.xwork.HttpMethodValidationInterceptor.intercept(HttpMethodValidationInterceptor.java:72)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.security.websudo.WebSudoInterceptor.intercept(WebSudoInterceptor.java:71)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.themes.ThemeContextInterceptor.intercept(ThemeContextInterceptor.java:68)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.security.actions.PermissionCheckInterceptor.intercept(PermissionCheckInterceptor.java:57)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.setup.webwork.BootstrapAwareInterceptor.intercept(BootstrapAwareInterceptor.java:26)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.user.actions.UserAwareInterceptor.intercept(UserAwareInterceptor.java:58)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.pages.actions.CommentAwareInterceptor.intercept(CommentAwareInterceptor.java:50)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.pages.actions.PageAwareInterceptor.intercept(PageAwareInterceptor.java:151)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.spaces.actions.SpaceAwareInterceptor.intercept(SpaceAwareInterceptor.java:77)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.core.actions.LastModifiedInterceptor.intercept(LastModifiedInterceptor.java:38)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.core.ConfluenceAutowireInterceptor.intercept(ConfluenceAutowireInterceptor.java:49)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.xwork.interceptors.TransactionalInvocation.invokeAndHandleExceptions(TransactionalInvocation.java:76)
      	at com.atlassian.xwork.interceptors.TransactionalInvocation.invokeInTransaction(TransactionalInvocation.java:61)
      	at com.atlassian.xwork.interceptors.XWorkTransactionInterceptor.intercept(XWorkTransactionInterceptor.java:56)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.xwork.SetupIncompleteInterceptor.intercept(SetupIncompleteInterceptor.java:43)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.atlassian.confluence.security.interceptors.XXSSSecurityHeaderInterceptor.intercept(XXSSSecurityHeaderInterceptor.java:21)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.interceptor.AroundInterceptor.intercept(AroundInterceptor.java:35)
      	at com.opensymphony.xwork.DefaultActionInvocation.invoke(DefaultActionInvocation.java:165)
      	at com.opensymphony.xwork.DefaultActionProxy.execute(DefaultActionProxy.java:115)
      	at com.atlassian.confluence.servlet.ConfluenceServletDispatcher.serviceAction(ConfluenceServletDispatcher.java:57)
      	at com.opensymphony.webwork.dispatcher.ServletDispatcher.service(ServletDispatcher.java:199)
      	at javax.servlet.http.HttpServlet.service(HttpServlet.java:717)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:290)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.web.filter.DebugFilter.doFilter(DebugFilter.java:44)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:46)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.labs.botkiller.BotKillerFilter.doFilter(BotKillerFilter.java:36)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.applinks.core.rest.context.ContextFilter.doFilter(ContextFilter.java:25)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.mywork.client.filter.ServingRequestsFilter.doFilter(ServingRequestsFilter.java:37)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.prettyurls.filter.PrettyUrlsDispatcherFilter.doFilter(PrettyUrlsDispatcherFilter.java:60)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.prettyurls.filter.PrettyUrlsSiteMeshFilter.doFilter(PrettyUrlsSiteMeshFilter.java:70)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.prettyurls.filter.PrettyUrlsMatcherFilter.doFilter(PrettyUrlsMatcherFilter.java:56)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:77)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:63)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.security.websudo.MessagesDecoratorFilter.doFilter(MessagesDecoratorFilter.java:59)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.opensymphony.sitemesh.webapp.SiteMeshFilter.obtainContent(SiteMeshFilter.java:129)
      	at com.opensymphony.sitemesh.webapp.SiteMeshFilter.doFilter(SiteMeshFilter.java:77)
      	at com.atlassian.confluence.util.profiling.ProfilingPageFilter.doFilter(ProfilingPageFilter.java:44)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:46)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.plugin.remotable.plugin.module.permission.ApiScopingFilter.doFilter(ApiScopingFilter.java:59)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.prettyurls.filter.PrettyUrlsCombinedMatchDispatcherFilter.doFilter(PrettyUrlsCombinedMatchDispatcherFilter.java:61)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:77)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:63)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.jmx.JmxFilter.doFilter(JmxFilter.java:106)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.core.filters.ServletContextThreadLocalFilter.doFilter(ServletContextThreadLocalFilter.java:21)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.util.LoggingContextFilter.doFilter(LoggingContextFilter.java:40)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.util.UserThreadLocalFilter.doFilter(UserThreadLocalFilter.java:44)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.seraph.filter.SecurityFilter.doFilter(SecurityFilter.java:211)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.web.filter.ThreadLocalCacheFilter.doFilter(ThreadLocalCacheFilter.java:22)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.security.auth.trustedapps.filter.TrustedApplicationsFilter.doFilter(TrustedApplicationsFilter.java:98)
      	at com.atlassian.confluence.util.AbstractBootstrapHotSwappingFilter.doFilter(AbstractBootstrapHotSwappingFilter.java:30)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.seraph.filter.BaseLoginFilter.doFilter(BaseLoginFilter.java:150)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:46)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.oauth.serviceprovider.internal.servlet.OAuthFilter.doFilter(OAuthFilter.java:55)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.prettyurls.filter.PrettyUrlsCombinedMatchDispatcherFilter.doFilter(PrettyUrlsCombinedMatchDispatcherFilter.java:61)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:77)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:63)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.util.ClusterHeaderFilter.doFilter(ClusterHeaderFilter.java:37)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.johnson.filters.AbstractJohnsonFilter.doFilter(AbstractJohnsonFilter.java:72)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at org.springframework.orm.hibernate.support.OpenSessionInViewFilter.doFilterInternal(OpenSessionInViewFilter.java:170)
      	at com.atlassian.spring.filter.FlushingSpringSessionInViewFilter.doFilterInternal(FlushingSpringSessionInViewFilter.java:29)
      	at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:76)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.util.ConfluenceErrorFilter.doFilter(ConfluenceErrorFilter.java:22)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.util.profiling.filters.ProfilingFilter.doFilter(ProfilingFilter.java:99)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.core.datetime.RequestTimeThreadLocalFilter.doFilter(RequestTimeThreadLocalFilter.java:35)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.gzipfilter.GzipFilter.doFilterInternal(GzipFilter.java:74)
      	at com.atlassian.gzipfilter.GzipFilter.doFilter(GzipFilter.java:51)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.core.filters.cache.AbstractCachingFilter.doFilter(AbstractCachingFilter.java:33)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:46)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.plugin.remotable.plugin.module.oauth.OAuth2LOFilter.doFilter(OAuth2LOFilter.java:70)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.plugin.remotable.host.common.service.http.bigpipe.BigPipeRequestIdFilter.doFilter(BigPipeRequestIdFilter.java:35)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.prettyurls.filter.PrettyUrlsCombinedMatchDispatcherFilter.doFilter(PrettyUrlsCombinedMatchDispatcherFilter.java:61)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter$1.doFilter(DelegatingPluginFilter.java:66)
      	at com.atlassian.confluence.extra.webdav.servlet.filter.ReverseProxyFilter.doFilter(ReverseProxyFilter.java:427)
      	at com.atlassian.confluence.extra.webdav.servlet.filter.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:34)
      	at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:74)
      	at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:42)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:77)
      	at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:63)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.web.filter.validateparam.RequestParamValidationFilter.doFilter(RequestParamValidationFilter.java:58)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.web.filter.TranslationModeFilter.doFilter(TranslationModeFilter.java:43)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.plugin.servlet.filter.ActionContextCleanUp.doFilter(ActionContextCleanUp.java:71)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.web.filter.LanguageExtractionFilter.doFilter(LanguageExtractionFilter.java:54)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.util.RequestCacheThreadLocalFilter.doFilter(RequestCacheThreadLocalFilter.java:25)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.web.filter.DebugFilter.doFilter(DebugFilter.java:44)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.core.filters.encoding.AbstractEncodingFilter.doFilter(AbstractEncodingFilter.java:41)
      	at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:31)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.core.filters.HeaderSanitisingFilter.doFilter(HeaderSanitisingFilter.java:44)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at com.atlassian.confluence.servlet.FourOhFourErrorLoggingFilter.doFilter(FourOhFourErrorLoggingFilter.java:65)
      	at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:235)
      	at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
      	at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:233)
      	at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:191)
      	at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:127)
      	at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:102)
      	at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:109)
      	at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:293)
      	at org.apache.coyote.http11.Http11Processor.process(Http11Processor.java:859)
      	at org.apache.coyote.http11.Http11Protocol$Http11ConnectionHandler.process(Http11Protocol.java:602)
      	at org.apache.tomcat.util.net.JIoEndpoint$Worker.run(JIoEndpoint.java:489)
      	at java.lang.Thread.run(Thread.java:722)
      Caused by: javax.mail.AuthenticationFailedException: No authentication mechansims supported by both server and client
      	at com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:760)
      	at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:673)
      	at javax.mail.Service.connect(Service.java:317)
      	at javax.mail.Service.connect(Service.java:176)
      	at javax.mail.Service.connect(Service.java:125)
      	at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:164)
      	... 257 more
      
      Workaround

      Follow the instructions in the following KB article:
      https://confluence.atlassian.com/display/CONFKB/No+authentication+mechanisms+supported+by+both+server+and+client+when+Configuring+Microsoft+Exchange+SMTP+Server

            [CONFSERVER-28655] No authentication mechansims supported by both SMTP server and client

            Re-opening this issue to update the resolution - as the updated description of this issue states, we have been enable to reproduce the error message except in situations where mail server configuration changes were necessary.

            edith (Inactive) added a comment - Re-opening this issue to update the resolution - as the updated description of this issue states, we have been enable to reproduce the error message except in situations where mail server configuration changes were necessary.

            Yes, this is now broken again in Confluence 5.1.5. Please fix this!

            Jens-Martin Groenne added a comment - Yes, this is now broken again in Confluence 5.1.5. Please fix this!

            AndrewA added a comment -

            This appears to still be an issue as of Confluence 5.1.5

            AndrewA added a comment - This appears to still be an issue as of Confluence 5.1.5

            I had this problem when I upgraded to confluence 5. Later on it looks that the exchange admin did something to the settings and then the connection worked fine!

            Mustafa Abusalah added a comment - I had this problem when I upgraded to confluence 5. Later on it looks that the exchange admin did something to the settings and then the connection worked fine!

            My findings and proposed solution are the same as pniewiadomski's work on JRA-27623.

            This error message is the result of no authentication mechanisms returned from the mail server. Exchange doesn't provide authentication mechanisms when using plain connection, or when only anonymous connection is supported.

            The solution is to establish a TLS connection when authentication mechanisms are supported, or to remove the username and password from the mail server configuration when only anonymous connection is supported. We weren't seeing this problem before the upgrade from javamail-1.4.1 as it would silently assume anonymous connection when no authentication mechanisms are matched.

            It's preferable to correct the mail server config rather than programmatically retrying without credentials every time mail is sent, so I'll update the log message (shown in the Confluence UI when sending test email) with better troubleshooting information.

            We have had reports of these workarounds not working, but unfortunately haven't been able to reproduce such a scenario yet. If this is the case for you, please raise a support request so that we can investigate further.

            edith (Inactive) added a comment - My findings and proposed solution are the same as pniewiadomski 's work on JRA-27623 . This error message is the result of no authentication mechanisms returned from the mail server. Exchange doesn't provide authentication mechanisms when using plain connection, or when only anonymous connection is supported. The solution is to establish a TLS connection when authentication mechanisms are supported, or to remove the username and password from the mail server configuration when only anonymous connection is supported. We weren't seeing this problem before the upgrade from javamail-1.4.1 as it would silently assume anonymous connection when no authentication mechanisms are matched. It's preferable to correct the mail server config rather than programmatically retrying without credentials every time mail is sent, so I'll update the log message (shown in the Confluence UI when sending test email) with better troubleshooting information. We have had reports of these workarounds not working, but unfortunately haven't been able to reproduce such a scenario yet. If this is the case for you, please raise a support request so that we can investigate further.

            Ran into this issue installing 5.1 on a new server. Hope it gets fixed soon.

            Robert Martin added a comment - Ran into this issue installing 5.1 on a new server. Hope it gets fixed soon.

            Tim Wong (Inactive) added a comment - - edited

            Tim Wong (Inactive) added a comment - - edited KB- https://confluence.atlassian.com/display/CONFKB/No+authentication+mechanisms+supported+by+both+server+and+client+when+Configuring+Microsoft+Exchange+SMTP+Server

              etom edith (Inactive)
              twong Tim Wong (Inactive)
              Affected customers:
              6 This affects my team
              Watchers:
              20 Start watching this issue

                Created:
                Updated:
                Resolved: