Vinyl Sulfonium Salts as the Radical Acceptor for Metal-Free Decarboxylative Alkenylation.,Organic Letters

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Vinyl Sulfonium Salts as the Radical Acceptor for Metal-Free Decarboxylative Alkenylation.
Organic Letters ( IF 4.9 ) Pub Date : 2020-09-23 , DOI: 10.1021/acs.orglett.0c03074
Yu-Lan Zhang _{1,

2} , Lei Yang ₂ , Jie Wu _{1,

2} , Chunyin Zhu ₁ , Peng Wang _{2,

3}

Affiliation

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 redox-active 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.

中文翻译：

乙烯基S盐作为无金属脱羧烯基化的自由基受体。

乙烯基sulf盐通常充当亲电的迈克尔受体，因此引发许多串联环化反应。在这里，我们公开了乙烯基sulf盐作为自由基受体的新型反应性。使用氧化还原活性酯作为烷基自由基前体，使用曙红Y作为光催化剂实现了带有乙烯基sulf盐的无金属脱羧烯基化。该方法具有广泛的底物范围，并能耐受多种伯，仲，叔羧酸。

更新日期：2020-10-02

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