Iron(III)-Catalyzed Radical Cross-Coupling of Thiols with Sodium Sulfinates: A Facile Access to Thiosulfonates

被引：24

作者：

Keshari, Twinkle ^{[1
]}

Kapoorr, Ritu ^{[1
]}

Yadav, Lal Dhar S. ^{[1
]}

机构：

[1] Univ Allahabad, Dept Chem, Green Synth Lab, Allahabad 211002, Uttar Pradesh, India

来源：

SYNLETT | 2016年 / 27卷 / 12期

关键词：

sulfonates; thiols; thiosulfonates; iron; catalysis; oxidation; AEROBIC ALCOHOL OXIDATIONS; BETA-KETO SULFONES; SELECTIVE OXIDATION; MOLECULAR-OXYGEN; BOND FORMATION; DINITROGEN TETROXIDE; DIOXYGEN ACTIVATION; S-ESTERS; CORRESPONDING THIOLSULFONATES; CHARCOAL N2O4/CHARCOAL;

D O I：

10.1055/s-0035-1562101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and efficient synthesis of symmetrical and asymmetric thiosulfonates from thiols and sodium sulfinates is reported. The protocol involves iron(III)-catalyzed formation of sulfenyl and sulfonyl radicals in situ under aerobic conditions and their subsequent cross-coupling to afford thiosulfonates in 83-96% yield. The utilization of readily available, nontoxic, and inexpensive iron(III) as a catalyst and atmospheric oxygen as an oxidant is within the confines of green and sustainable chemistry.

引用

页码：1878 / 1882

页数：5

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