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Home/ Questions/Q 6945735
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Editorial Team
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Editorial Team
Asked: May 27, 20262026-05-27T13:28:27+00:00 2026-05-27T13:28:27+00:00

I’m trying to send mail from my Grails app with mail plugin. It worked

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I’m trying to send mail from my Grails app with mail plugin. It worked in the development enviroment and for the default settings for gmail smtp. I have now deployed app on Windows server running Tomcat 7 and trying to send mail via Exchange. I am getting this error:

These are mail properties in config.groovy:

grails {
mail {
  host = "mail.something.com"
  port = 25
  username = "app@something.com"
  password = "xxx"
  props = ["mail.smtp.auth":"true",
           "mail.smtp.socketFactory.port":"25",
           "mail.smtp.socketFactory.class":"javax.net.ssl.SSLSocketFactory",
           "mail.smtp.socketFactory.fallback":"false"]
}

}

javax.mail.AuthenticationFailedException: No authentication mechansims supported by both server and client

at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:590)

at javax.mail.Service.connect(Service.java:291)

at grails.plugin.mail.MailMessageBuilder.sendMessage(MailMessageBuilder.groovy:102)

at grails.plugin.mail.MailMessageBuilder$sendMessage.call(Unknown Source)

at grails.plugin.mail.MailService.sendMail(MailService.groovy:39)

at grails.plugin.mail.MailService$sendMail.call(Unknown Source)

at org.helpdesk.RequestController$_closure12.doCall(RequestController.groovy:240)

at org.helpdesk.RequestController$_closure12.doCall(RequestController.groovy)

at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

at java.lang.Thread.run(Unknown Source)

What should I do? Thanks.

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  1. Editorial Team
    Editorial Team
    2026-05-27T13:28:28+00:00Added an answer on May 27, 2026 at 1:28 pm

    It is clearly stated what’s wrong:

    javax.mail.AuthenticationFailedException: No authentication mechansims supported by both server and client
    

    Your Gmail SMTP settings won’t work with Exchange server. You need to change settings. Just search for it. Here is one question involving Java Mail and Exchange server: JavaMail Exchange Authentication and you might be interested in this topic in Java Mail FAQ: http://www.oracle.com/technetwork/java/faq-135477.html#Exchange-login .

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