文献类型：期刊文献

英文题名：C-H Functionalization via Remote Hydride Elimination: Palladium Catalyzed Dehydrogenation of ortho-Acyl Phenols to Flavonoids

作者：Zhao, Xiaomei[1];Zhou, Jiabin[1];Lin, Shuying[1];Jin, Xukang[1];Liu, Renhua[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Meilong Rd 130, Shanghai 200237, Peoples R China

年份：2017

卷号：19

期号：5

起止页码：976

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000395726100003)，CCR-EXPANDED(收录号:WOS:000395726100003)】；

基金：We gratefully acknowledge the National Natural Science Foundation of China (Grants 21072055) for financial support.

语种：英文

摘要：Although deprotonation of electron-poor C-H bonds to carbon anions with bases has long been known and widely used in organic synthesis, the hydride elimination from electron-rich C-H bonds to carbon cations or partial carbocations for the introduction of nucleophiles is a comparatively less explored area. Here we report that the carbonyl beta-C(sp(3))-H bond hydrogens of ortho-acyl phenols could be substituted by intramolecular phenolic hydroxyls to form O-heterocycles, followed by dehydrogenation of the O-heterocycle into flavonoids. The cascade reaction is catalyzed by Pd/C without added oxidants andsacrificing hydrogen acceptors.