Construction of α-Acyloxy Ketones via Photoredox-Catalyzed O-H Insertion of Sulfoxonium Ylides with Carboxylic Acids
Qing Sun, Yuzhu Peng, Yujing Wang and Xiaoguang Bao*
*Innovation Center for Chemical Sciences, College of
Chemistry, Chemical Engineering and Materials Science, Soochow University,
Suzhou, Jiangsu 215123, China, Email: xgbao
suda.edu.cn
Q. Sun, Y. Peng, Y. Wang, X. Bao, Org. Lett., 2023, 25, 6613-6617.
DOI: 10.1021/acs.orglett.3c02221
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Abstract
A photoredox-catalyzed insertion of sulfoxonium ylides with a broad range of carboxylic acids provides α-acyloxy ketones under mild and simple conditions. A combined experimental and computational study suggests that this reaction proceeds via a stepwise proton-assisted electron transfer mechanism.
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proposed mechanism
Key Words
α-hydroxylation, photochemistry
ID: J54-Y2023
