Reductive Desulfonylation of Sulfonamides under Polysulfide Anions Photocatalysis

Zixuan Feng; Eugene Yew Kun Tan; Shunsuke Chiba

doi:10.1021/acs.orglett.5c01013

Reductive Desulfonylation of Sulfonamides under Polysulfide Anions Photocatalysis

Zixuan Feng, Eugene Yew Kun Tan, Shunsuke Chiba

Nanyang Technological University

Research output: Contribution to journal › Article › peer-review

Abstract

We demonstrate that polysulfide anions are capable of catalyzing desulfonylation of sulfonamides having a series of aryl and alkyl substituents in the presence of potassium formate under irradiation with visible light. The developed protocol is operationally concise and cost-effective, representing a practical and sustainable synthetic tool for desulfonylation and expanding the chemical space in secondary amine synthesis.

Original language	English
Pages (from-to)	4026-4031
Number of pages	6
Journal	Organic Letters
Volume	27
Issue number	15
DOIs	https://doi.org/10.1021/acs.orglett.5c01013
Publication status	Published - Apr 18 2025
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.5c01013

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abstract = "We demonstrate that polysulfide anions are capable of catalyzing desulfonylation of sulfonamides having a series of aryl and alkyl substituents in the presence of potassium formate under irradiation with visible light. The developed protocol is operationally concise and cost-effective, representing a practical and sustainable synthetic tool for desulfonylation and expanding the chemical space in secondary amine synthesis.",

author = "Zixuan Feng and Tan, {Eugene Yew Kun} and Shunsuke Chiba",

year = "2025",

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AU - Feng, Zixuan

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AU - Chiba, Shunsuke

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Y1 - 2025/4/18

N2 - We demonstrate that polysulfide anions are capable of catalyzing desulfonylation of sulfonamides having a series of aryl and alkyl substituents in the presence of potassium formate under irradiation with visible light. The developed protocol is operationally concise and cost-effective, representing a practical and sustainable synthetic tool for desulfonylation and expanding the chemical space in secondary amine synthesis.

AB - We demonstrate that polysulfide anions are capable of catalyzing desulfonylation of sulfonamides having a series of aryl and alkyl substituents in the presence of potassium formate under irradiation with visible light. The developed protocol is operationally concise and cost-effective, representing a practical and sustainable synthetic tool for desulfonylation and expanding the chemical space in secondary amine synthesis.

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Reductive Desulfonylation of Sulfonamides under Polysulfide Anions Photocatalysis

Abstract

ASJC Scopus Subject Areas

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