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光诱导 Kochi 脱羧消除反应用于 N-酰基氨基酸合成酰胺和烯基氨基甲酸酯。

Photoinduced Kochi Decarboxylative Elimination for the Synthesis of Enamides and Enecarbamates from N-Acyl Amino Acids.

机构信息

Department of Chemistry , The University of Kansas , 2010 Malott Hall, 1251 Wescoe Hall Drive , Lawrence , Kansas 66045 , United States.

出版信息

J Org Chem. 2019 Mar 1;84(5):2933-2940. doi: 10.1021/acs.joc.9b00167. Epub 2019 Feb 20.

Abstract

Decarboxylative elimination of easily accessible N-acyl amino acids to provide enamide and enecarbamate building blocks has been realized through the combination of an organophotoredox catalyst and copper acetate as the terminal oxidant. This operationally simple process utilizes inexpensive and readily available reagents without preactivation of the carboxylic acid. Enamides and enecarbamates are now accessible directly from N-acyl amino acids consequently improving upon the utility of Kochi's oxidative decarboxylation of carboxylic acids.

摘要

通过有机光氧化还原催化剂和醋酸铜的组合,实现了易于获得的 N-酰基氨基酸的脱羧消除,从而提供了烯酰胺和烯氨基甲酸酯砌块。这个操作简单的过程利用了廉价且易得的试剂,而无需预先激活羧酸。因此,酰胺和氨基甲酸酯可以直接从 N-酰基氨基酸获得,从而提高了 Kochi 羧酸氧化脱羧的实用性。

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