Ketone Synthesis via Irradiation-Induced Generation of a Persistent Ketyl Radical from Acyl Azolium Salts

作者:Li, Shihao; Zheng, Chenglong; Wang, Sheng; Li, Xiao-Xuan; Zhang, Qi*; Fan, Shilu*; Feng, Yi-Si*
来源:Organic Letters, 2023, 25(35): 6522-6527.
DOI:10.1021/acs.orglett.3c02300

摘要

A novel three-component alpha-acylated difunctionalization of alkenes strategy has been developed on the basis of a direct hydrogen atom transfer (HAT) process of photoinduced acyl azolium salts. With simple irradiation without the catalyst, a variety of olefins can be directly converted into ketone derivatives, including 1,4-dione, beta-silyl ketone, 1,5-dione, etc. Mechanistic investigations indicated that the unique reactivity of the acyl azonium triplet excited state is crucial to the strategy's success.