PowerShell

Office365 Send Email using SMTP with OAuth2 Authentication

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Demonstrates how to send email from smtp.office365.com using OAuth2 authentication. PowerShell

Add-Type -Path "C:\chilkat\ChilkatDotNet47-x64\ChilkatDotNet47.dll"

$success = $false

# This example requires the Chilkat API to have been previously unlocked.
# See Global Unlock Sample for sample code.

# An Office365 OAuth2 access token must first be obtained prior
# to running this code.

# Getting the OAuth2 access token for the 1st time requires the O365 account owner's 
# interactive authorization via a web browser.  Afterwards, the access token
# can be repeatedly refreshed automatically (with no user interaction).

# See the following examples for getting and refreshing an OAuth2 access token

# Get Office365 SMTP/IMAP/POP3 OAuth2 Access Token
# Refresh Office365 SMTP/IMAP/POP3 OAuth2 Access Token

# First get our previously obtained OAuth2 access token.
$jsonToken = New-Object Chilkat.JsonObject
$success = $jsonToken.LoadFile("qa_data/tokens/office365.json")

$mailman = New-Object Chilkat.MailMan

$mailman.SmtpHost = "smtp.office365.com"
$mailman.SmtpPort = 587
$mailman.StartTLS = $true

# Use your Office365 email address for the SmtpUsername.
$mailman.SmtpUsername = "OFFICE365_EMAIL_ADDRESS"
$mailman.OAuth2AccessToken = $jsonToken.StringOf("access_token")

# Create a new email object
$email = New-Object Chilkat.Email

$email.Subject = "This is a test"
$email.Body = "This is a test"
$email.From = "MY_NAME <OFFICE365_EMAIL_ADDRESS>"
$success = $email.AddTo("John Doe","somebody@example.com")

# Call SendEmail to connect to the SMTP server and send.
# The connection (i.e. session) to the SMTP server remains
# open so that subsequent SendEmail calls may use the
# same connection.  
$success = $mailman.SendEmail($email)
if ($success -ne $true) {
    $($mailman.LastErrorText)
    exit
}

# If SendEmail failed because of "Failed to get initial SMTP Response", then it may be 
# a firewall or anti-virus blocking communications.
# See https://cknotes.com/smtp-office365-com-failed-to-get-initial-smtp-response/

$success = $mailman.CloseSmtpConnection()
if ($success -ne $true) {
    $("Connection to SMTP server not closed cleanly.")
}

$("Mail Sent!")