Synthesis of Sulfoximines by Cu‐Catalyzed <i>S</i> ‐Arylation of Sulfinamides with Triarylboroxines

Abstract S ‐Arylation and S ‐alkenylation reactions of sulfinamides to synthesize sulfoximines have been developed. Previous S ‐arylation reactions require less accessible arylating agents, expensive catalysts, and potentially explosive oxidants under heating conditions. On the other hand, the present reaction can be performed with readily available triaryl and trialkenylboroxines, an inexpensive copper catalyst, and less hazardous air or oxygen as oxidant. In addition, the reaction proceeds under mild conditions at room temperature. This stereospecific reaction can convert optically pure sulfinamides to sulfoximines without racemization.

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Publication Details

Journal
ChemistrySelect
Published
2025-08-01
DOI
https://doi.org/10.1002/slct.202503308
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of Sulfoximines by Cu‐Catalyzed S ‐Arylation of Sulfinamides with Triarylboroxines

Ryuichi Tanaka, Taichi Kano, Sayumi Higashi, Suguru Hamada et al.
ChemistrySelect
Synthesis and Catalytic Reactions
article

Synthesis of Sulfoximines by Cu‐Catalyzed S ‐Arylation of Sulfinamides with Triarylboroxines

Ryuichi Tanaka, Taichi Kano, Sayumi Higashi, Suguru Hamada, M Saito
article en

Abstract

Abstract S ‐Arylation and S ‐alkenylation reactions of sulfinamides to synthesize sulfoximines have been developed. Previous S ‐arylation reactions require less accessible arylating agents, expensive catalysts, and potentially explosive oxidants under heating conditions. On the other hand, the present reaction can be performed with readily available triaryl and trialkenylboroxines, an inexpensive copper catalyst, and less hazardous air or oxygen as oxidant. In addition, the reaction proceeds under mild conditions at room temperature. This stereospecific reaction can convert optically pure sulfinamides to sulfoximines without racemization.

ChemistrySelectVol. 10(31)
Kyoto University (JP), Tokyo University of Agriculture and Technology (JP)
Sumitomo Foundation, NOVARTIS Foundation (Japan) for the Promotion of Science, Japan Society for the Promotion of Science
Clean water and sanitation
Openalex Percentile: Top 84%
Synthesis and Catalytic Reactions
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