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Addition of o-iodobenzoyl chlorides to imines affords N-acyliminium ions, perhaps in equilibrium with α-chlorobenzamides, as adducts. Reaction of the adducts with 1.1 equivalents of phenyllithium at -78 ˚C followed by warming to ambient temperature induces an intramolecular Wurtz-Fittig coupling to afford 2,3-dihydroisoindolones in excellent yields.
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Campbell et al. (2010) studied this question.
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