Nickel-Catalyzed Electrophilic Amination of Organozinc Halides

Abstract

The nickel-catalyzed electrophilic amination of organozinc halides with O-benzoyl N,N-dialkyl hydroxylamines allows for the preparation of a variety of aryl and alkyl tertiary amines in good yield. The reaction is noteworthy for the mild reaction conditions employed (room temperature) and the ease of product purification (acid/base extractive work up).

amination - organometallic reagents - nickel - catalysis - umpolung

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Higher yields were obtained with this protocol relative to that using 1 equiv of ZnCl₂ (or ZnBr₂).

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