4.8 Article

Vinyl Sulfonium Salts as the Radical Acceptor for Metal-Free Decarboxylative Alkenylation

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ORGANIC LETTERS
卷 22, 期 19, 页码 7768-7772

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03074

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  1. Shanghai Institute of Organic Chemistry, State Key Laboratory of Organometallic Chemistry, Shanghai Rising-Star Program [20QA1411400]
  2. National Natural Science Foundation of China [21821002]

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Vinyl sulfonium salts typically act as an electrophilic Michael acceptor, thus initiating many tandem cyclization reactions. Herein, we disclosed the novel reactivity of vinyl sulfonium salts as a radical acceptor. Using redoxactive ester as an alkyl radical precursor, metal-free decarboxylative alkenylation with vinyl sulfonium salts was realized using eosin Y as a photocatalyst. This process features a broad substrate scope and tolerates with a broad range of primary, secondary, tertiary carboxylic acids.

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