CC BY-ND-NC 4.0 · Synthesis 2019; 51(01): 271-275
DOI: 10.1055/s-0037-1610369
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Electrophilic Sulfoximidations of Thiols by Hypervalent Iodine Reagents

Han Wang
,
Duo Zhang
,
Mengwei Cao
,
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany   Email: Carsten.bolm@rwth-aachen.de
› Author Affiliations
Further Information

Publication History

Received: 24 August 2018

Accepted: 03 September 2018

Publication Date:
19 September 2018 (eFirst)

Abstract

A new electrophilic sulfoximidation of thiols has been developed. Using sodium hydride as a base, the treatment of sulfoximidoyl-containing hypervalent iodine(III) reagents with thiols affords the corresponding N-sulfenylsulfoximines (N-thiosulfoximines) in good to excellent yields. A plausible mechanism is proposed.

Supporting Information

 
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