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Nickel‐Catalyzed N‐Alkylation of Acylhydrazines and Arylamines Using Alcohols and Enantioselective Examples
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)‐binapi...
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Published in: | Angewandte Chemie International Edition 2017-11, Vol.56 (46), p.14702-14706 |
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Main Authors: | , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | 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: 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. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201708949 |