DDQ 促进的苄基烃通过 CDC 反应和贝克曼重排的串联反应直接转化为酰胺。

DDQ-promoted direct transformation of benzyl hydrocarbons to amides via tandem reaction of the CDC reaction and Beckmann rearrangement.

机构信息

Department of Chemistry, Tongji University, Shanghai 200092, PR China.

出版信息

Org Biomol Chem. 2013 Sep 28;11(36):6008-12. doi: 10.1039/c3ob41218k.

Abstract

An atom-efficient and transition metal-free approach to amides from the corresponding benzyl hydrocarbons through C-H and C-C bond cleavage has been developed. Mechanistic studies have shown that a DDQ-promoted cross-dehydrogenative coupling (CDC) reaction with subsequent oxidation and rearrangement are involved in this transformation.

摘要

通过 C-H 和 C-C 键的断裂，从相应的苄基烃高效、无过渡金属的方法合成酰胺已经被开发出来。机理研究表明，该转化涉及 DDQ 促进的交叉脱氢偶联（CDC）反应，随后是氧化和重排。