Photomediated Hydro(deutero)acylation of Olefins by Decarboxylative Addition of α-Oxocarboxylic Acids
Fan Gao, Zhi-Yu Liao, Yu-Hang Ye, Qianhui Yu, Yang Cui, Qingyu Luo, Fei Du, Bin Pan, Wen-Wu Zhong, Wu Liang
Abstract
Acyl radicals have been generated from the decarboxylation of α-oxocarboxylic acids by using a readily accessible organic pyrimidopteridine photoredox catalyst under ultraviolet-A (UV-A) light irradiation. These reactive acyl radicals were smoothly added to olefins such as styrenes and diverse Michael acceptors, with the assistance of H 2 O/D 2 O as hydrogen donors, enabling easy access to a diverse range of ketones/β-deuterio ketones. A wide range of α-oxocarboxylic acids are compatible with this reaction, which shows a reliable, atom-economical, and eco-friendly protocol. Furthermore, postsynthetic diversifications and applications are presented.