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Updated: Dec 8, 2025

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Photoredox β-thiol-α-carbonylation of enones accompanied by unexpected Csp2-C(CO) bond cleavage
Rui Ma1, Jie Feng, Kuili Zhang
1State Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, No. 24 Tongjiaxiang Road, Nanjing, 210009, P.R. China. ddmn9999@ cpu.edu.cn.
Abstract:
An olefinic difunctionalization method of enones was presented here via aerobic visible-light catalysis. A novel reactivity was showcased in conjunction with the selective Csp2-C(CO) bond activation of enones, which provided a convenient method for the preparation of various β-thiolated-α-functionalized compounds. Moreover, the preliminary investigation of the mechanism indicated that a β-peroxysulfide intermediate was formed under the promotion of visible light under an oxygen atmosphere, which finally induced the unexpected C-C bond cleavage.
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