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I do not know the exact procedure behind the migration process, but as far as i know it needs moderator attention and have to raise a flag to migrate.

Are SO sites smart enough to suggest the target sites while asking a question, so that a user post the question in the related sites?

This will definitely help to reduce the possibility of duplicate questions when they are migrated to the target SO sites.

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No, it is plain impossible to detect this automatically. This is the reason we have moderators and the flagging and voting mechanisms.

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