Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism

被引：129

作者：

Meyer, Andreas Uwe ^{[1
]}

Strakova, Karolina ^{[1
]}

Slanina, Tomas ^{[1
,2
,3
]}

Koenig, Burkhard ^{[1
]}

机构：

[1] Univ Regensburg, Fac Chem & Pharm, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany

[2] Masaryk Univ, Dept Chem, Kamenice 5, Brno 62500, Czech Republic

[3] Masaryk Univ, RECETOX, Kamenice 5, Brno 62500, Czech Republic

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 25期

关键词：

alkyl sulfinates; photocatalysis; reaction mechanisms; transient spectroscopy; vinyl sulfones; DOPAMINE-RECEPTOR INACTIVATION; VINYL SULFONES; VISIBLE-LIGHT; METAL-FREE; DECARBOXYLATIVE SULFONYLATION; (E)-ALKENYL SULFONES; (E)-VINYL SULFONES; MEDIATED SYNTHESIS; ORGANIC-SYNTHESIS; CINNAMIC-ACIDS;

D O I：

10.1002/chem.201601000

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alkyl- and aryl vinyl sulfones were obtained by eosin Y (EY)-mediated visible-light photooxidation of sulfinate salts and the reaction of the resulting S-centered radicals with alkenes. Optimized reaction conditions, the sulfinate and alkene scope, and X-ray structural analyses of several reaction products are provided. A detailed spectroscopic study explains the reaction mechanism, which proceeds through the EY radical cation as key intermediate oxidizing the sulfinate salts.

引用

页码：8694 / 8699

页数：6

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