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通过原位生成的重氮化合物的光催化脱氮反应实现胺的交叉偶联。

Cross-Coupling of Amines via Photocatalytic Denitrogenation of In Situ Generated Diazenes.

机构信息

Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States.

出版信息

J Am Chem Soc. 2023 May 31;145(21):11524-11529. doi: 10.1021/jacs.3c03634. Epub 2023 May 18.

Abstract

A method for C(sp)-C(sp) cross-coupling of amines is described. Primary amines are converted to 1,2-dialkyldiazenes by treatment with -nosylhydroxylamines in the presence of atmospheric oxygen. Denitrogenation of the diazenes with an iridium photocatalyst then forges the C-C bond. The substrate scope accommodates a broad latitude of functionality, including heteroaromatics and unprotected alcohols and acids.

摘要

描述了一种胺的 C(sp)-C(sp) 交叉偶联方法。伯胺在大气氧存在下用-亚硝酰基羟胺处理转化为 1,2-二烷基重氮。用铱光催化剂对重氮进行脱氮,然后形成 C-C 键。该底物范围可适应广泛的功能,包括杂芳烃和未保护的醇和酸。

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