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

Twinkle Keshari, Ritu Kapoorr, Lal Dhar S. Yadav*

*Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211 002, India, Email: ldsyadavhotmail.com

T. Keshari, R. Kapoorr, L. D. S. Yadav, Synlett, 2016, 27, 1878-1882.

DOI: 10.1055/s-0035-1562101


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Abstract

A convenient and efficient synthesis thiosulfonates in very good yields from thiols and sodium sulfinates involves iron(III)-catalyzed formation of sulfenyl and sulfonyl radicals in situ under aerobic conditions and their subsequent cross-coupling. The utilization of readily available, nontoxic, and inexpensive iron(III) as a catalyst and atmospheric oxygen as an oxidant makes this process green and sustainable.

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Key Words

sulfonates, thiols, thiosulfonates, iron, catalysis, air, oxidation, green chemistry


ID: J60-Y2016