Nickel-Catalyzed Synthesis of Diarylamines via Oxidatively Induced C-N Bond Formation at Room Temperature

作者:Illies Laurean; Matsubara Tatsuaki; Nakamura Eiichi*
来源:Organic Letters, 2012, 14(21): 5570-5573.
DOI:10.1021/ol302688u

摘要

A nickel-catalyzed oxidative coupling of zinc amides with organomagnesium compounds selectively produces diarylamines under mild reaction conditions, with tolerance for chloride, bromide, hydroxyl, ester, and ketone groups. A diamine is bis-monoarylated. A bromoaniline undergoes N-arylation followed by Kumada-Tamao-Corriu coupling in one pot. The reaction may proceed via oxidatively induced reductive elimination of a nickel species.

  • 出版日期2012-11-2