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Bug
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Resolution: Cannot Reproduce
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Medium
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5.0, 5.1
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None
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3
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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
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