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Published on: September 22, 2015
Visible-Light-Enabled Oxidative Alkylation of Unactivated Alkenes with Dimethyl Sulfoxide through Concomitant
Maojian Lu1, Honggui Qin1, Zhaowei Lin1
1Key Laboratory of Modern Analytical Science and Separation Technology of Fujian Province, School of Chemistry, Chemical Engineering, and Environment , Minnan Normal University , Zhangzhou 363000 , China.
Abstract:
Metal-free oxidative radical 1,2-alkylarylation of unactivated alkenes with the α-C(sp3)-H bond of dimethyl sulfoxide has been developed. This study realizes a new, conceptually novel technology for convenient construction of a variety of α-aryl-γ-methylsulfinyl ketones in good-to-excellent yields with the synergistic interactions of visible light irradiation, organic fluorophores 4CzIPN, and hypervalent iodine(III) reagent under transition-metal free conditions. A remarkable kinetic isotope effect was observed, which helped provide insight into the reaction's mechanistic course.
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