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.
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页码：1878 / 1882
页数：5
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