4 years ago

Nickel-Catalyzed N-Alkylation of Acylhydrazines and Arylamines Using Alcohols and Enantioselective Examples

Nickel-Catalyzed N-Alkylation of Acylhydrazines and Arylamines Using Alcohols and Enantioselective Examples
Caiyun Zhang, Yu Ma, Jianrong Steve Zhou, Aijie Li, Caili Zhang, Bo Tang, Peng Yang
A borrowing-hydrogen reaction between amines and alcohols is an atom-economic way to prepare alkylamines, ideally with water as the sole byproduct. Herein, nickel catalysts are used for direct N-alkylation of hydrazides and arylamines using racemic alcohols. Moreover, a nickel catalyst of (S)-binapine was used for an asymmetric N-alkylation of benzohydrazide with racemic benzylic alcohols. Hydrogen autotransfer: Herein, nickel catalysts are used for direct N-alkylation of hydrazides and arylamines using racemic alcohols. The reaction proceeds by a hydrogen-borrowing pathway. Also described is an asymmetric version of the reaction of N-acylhydrazines.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201708949

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