A One-Pot Umpolung Method for Preparation of α-Aryl Nitriles from α-Chloro Aldoximes via Organocuprate Additions to Transient Nitrosoalkenes

Abstract

Conjugate addition of a variety of aryl lithiocyanocuprates to nitrosoalkenes generated from α-chloro aldoximes, followed by in situ dehydration of the crude α-aryl aldoxime product with N,N′-dicyclohexylcarbodiimide, affords α-aryl nitriles in good overall yields via a one-pot protocol.

Key words

cuprates - nucleophilic addition - nitriles - aldehydes - arylation

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