4.8 Article

Gem-Difluoroallylation of Aryl Sulfonium Salts

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ORGANIC LETTERS
卷 24, 期 48, 页码 8753-8758

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03419

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  1. Chinese Scholarship Council (CSC) [201908320377, 201906740012]
  2. Fonds der Chemischen Industrie

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In this study, an unprecedented gem-difluoroallylation reaction of aryl sulfonium salts formed by direct functionalization was described. The method showed mild reaction conditions, wide applicability, and excellent selectivity.
The unprecedented photochemical late-stage defluorinative gem-difluoroallylation of aryl sulfonium salts, which are formed site-selectively by direct C(sp2)-H functionalization, is herein disclosed. This method is distinguished by its mild reaction conditions, wide scope, and excellent site-selectivity. As showcase examples, a Flurbiprofen and Pyriproxyfen derivatives could be late stage C(sp2)-H gem-difluoroallylated with high yields. Experimental and computational investigations were conducted.

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