2024
DOI: 10.1021/acs.joc.3c02444
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Selective Synthesis of Sulfonamides and Sulfenamides from Sodium Sulfinates and Amines

Rong Feng,
Zhong-Yu Li,
Yue-Jin Liu
et al.

Abstract: An effective method was explored for the selective synthesis of sulfonamides and sulfenamides using sodium sulfinates and amines as starting materials. This method offers mild reaction conditions, a broad substrate scope, high efficiency, and readily accessible materials, making it suitable and an alternative strategy for the preparation of a variety of biologically or pharmaceutically active compounds.

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Cited by 4 publications
(1 citation statement)
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“…The fundamental reaction involves pairing an amine with a corresponding activated sulfonyl derivative, typically a sulfonyl chloride. , Although this method is dependable, its applicability is constrained by the nucleophilicity of amines, accessibility, and stability of specific sulfonyl chlorides and the compatibility of reaction conditions with various functional groups. For sulfonylation, other sulfur-based substituents have also been employed to access sulfonamide . Direct multicomponent synthesis of sulfonamides by inserting a sulfur dioxide molecule between suitable carbon and nitrogen fragments through successive C–S and S–N coupling would be a more desirable but challenging alternative .…”
mentioning
confidence: 99%
“…The fundamental reaction involves pairing an amine with a corresponding activated sulfonyl derivative, typically a sulfonyl chloride. , Although this method is dependable, its applicability is constrained by the nucleophilicity of amines, accessibility, and stability of specific sulfonyl chlorides and the compatibility of reaction conditions with various functional groups. For sulfonylation, other sulfur-based substituents have also been employed to access sulfonamide . Direct multicomponent synthesis of sulfonamides by inserting a sulfur dioxide molecule between suitable carbon and nitrogen fragments through successive C–S and S–N coupling would be a more desirable but challenging alternative .…”
mentioning
confidence: 99%