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Photomediated Hydro(deutero)acylation of Olefins by Decarboxylative Addition of α‑Oxocarboxylic Acids

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posted on 2024-02-01, 10:04 authored by Fan Gao, Zhi-Yu Liao, Yu-Hang Ye, Qian-Hui Yu, Cui Yang, Qing-Yu Luo, Fei Du, Bin Pan, Wen-Wu Zhong, Wu Liang
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 H2O/D2O 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.

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