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Nickel-catalyzed reductive aminocarbonylation of vinyl triflates with nitro compounds for the synthesis of α,β-unsaturated amides

Authors :
Xiao-Feng Wu
Xinxin Qi
Lingyun Yao
Yong-Wang Huo
Source :
Organic Chemistry Frontiers. 8:6974-6978
Publication Year :
2021
Publisher :
Royal Society of Chemistry (RSC), 2021.

Abstract

A nickel-catalyzed reductive aminocarbonylation reaction for the synthesis of α,β-unsaturated amides has been described. By employing vinyl triflates and nitroarenes as readily available starting materials, a wide range of α,β-unsaturated amide products were obtained in moderate to excellent yields with very good functional group tolerance in the absence of an external reductant. Notably, this is the first example of carbonylative synthesis of α,β-unsaturated amides by applying a Ni/Mo(CO)6 catalytic system with nitroarenes as promising nitrogen precursors. In addition, a late-stage modification of natural products was also achieved via this reductive aminocarbonylation approach.

Details

ISSN :
20524129
Volume :
8
Database :
OpenAIRE
Journal :
Organic Chemistry Frontiers
Accession number :
edsair.doi...........a5a0f808dd9df57218160476f3660c9f
Full Text :
https://doi.org/10.1039/d1qo01508g