Swift

Office365 Send Email using SMTP with OAuth2 Authentication

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

func chilkatTest() {
    var success: Bool = 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.
    let jsonToken = CkoJsonObject()!
    success = jsonToken.loadFile(path: "qa_data/tokens/office365.json")

    let mailman = CkoMailMan()!

    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.string(of: "access_token")

    // Create a new email object
    let email = CkoEmail()!

    email.subject = "This is a test"
    email.body = "This is a test"
    email.from = "MY_NAME <OFFICE365_EMAIL_ADDRESS>"
    success = email.add(to: "John Doe", emailAddress: "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: email)
    if success != true {
        print("\(mailman.lastErrorText!)")
        return
    }

    // 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 != true {
        print("Connection to SMTP server not closed cleanly.")
    }

    print("Mail Sent!")

}