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Assuming that we have the necessary information populated in Active Directory, a transport rule to enforce message moderation by managers might look something like this:
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New-TransportRule -Name 'External access control' -SentToScope 'NotInOrganization' -SenderADAttributeMatchesPatterns 'customattribute12:NoExternalAccess' ModerateMessageByManager $True -ExceptIfFromMemberOf 'ApprovedContractors@contoso.com' -Priority '3' -Enabled $True -Comments 'This rule checks for the presence of "NoExternalAccess" in CustomAttribute12. If detected, the message is sent to the manager of the sender for moderation. An exception is allowed for members of the Approved Contractors group.'
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An example of the kind of message that you might want to intercept is shown in Figure 16-14. I m sure that you can think of a witty response!
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Figure 16-14 Moderation provoked by a transport rule.
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Scanning attachments with transport rules
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Exchange 2007 transport rules can scan message subjects and bodies for words, but the ability to build transport rules to scan attachments for words or text patterns is new in Exchange 2010. Rules can check the complete body of an attachment, including headers and footers, but not document metadata to look for pattern matches. The most basic example is to check for documents that contain a company confidential notice to prevent them going to external recipients. You might check for strings such as Company Confidential or Company Private, always making sure that the string that you select isn t so general as to block attachments that should be permitted to pass.
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There are probably a few users who are allowed to communicate confidential material to the outside world, so we could create a distribution group and make messages from this group an exception. Transport rules depend on IFilters to be able to access attachment content. The set of IFilters installed with Exchange 2010 include Microsoft Office, email messages, and HTML/XML (only rendered content). PDF is a major exception, which means that an easy way to send confidential material without detection is to render it in PDF and send that file unless you download and install Adobe IFilter for PDF using the instructions provided in 2, Installing Exchange 2010, or implement a condition in a transport rule to check for attachments of an unsupported file type and take an appropriate step such as blocking the message.
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Note
The set of IFilters is held in the system registry because it is shared with the MSSearch component . This means that you have to update every transport server in the organization with a new IFilter before it is effective globally . Similar to other data used by transport rules, information about IFilters is cached and refreshed every 30 minutes, so you need to restart the transport service if you want to impose scanning for a new attachment type immediately .
After we have specified a few secret code words and figured out any exceptions, the final rule might look something like this:
New-TransportRule -Name 'Confidential material scanning' -Comments 'Rule to scan for confidential material and remove it from outgoing messages.' -Priority '3' -Enabled $True -SentToScope 'NotInOrganization' -AttachmentContainsWords 'Boggle','Truffles','Maxia','Confidential' -RejectMessageReasonText 'Confidential data should not be discussed with anyone outside the company' -RejectMessageEnhancedStatusCode '5.7.1' -DeleteMessage $False -ExceptIfFromMemberOf 'COs@contoso.com'
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Exchange 2010 also includes the ability to check for regular expressions within messages so that you can stop people from sending content that you can identify through a specific pattern of characters. The TechNet documentation describes the regular expressions supported by Exchange 2007 and Exchange 2010 with a U.S. Social Security number (SSN) being the commonly cited example. An SSN is of the form 999-99-9999, so the regular pattern is \d\d\d-\d\d-\d\d\d\d (the \d pattern matches any single numeric digit). You can imagine checks for other examples such as looking for a project code name such as Project Fabrikam Merger.
$Condition = Get-TransportRulePredicate SubjectMatches $Condition.Patterns = @("\d\d\d-\d\d-\d\d\d\d") $Action = Get-TransportRuleAction RejectMessage $Action.RejectReason =
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