Organophotocatalytic Synthesis of Polycyclic Sultones and Sultams with FSO <sub>2</sub> Cl through Fluorosulfonyl Radical Cation Synthon Strategy

An organophotocatalytic strategy for constructing polycyclic sultones and sultams has been developed. Utilizing sulfuryl chloride fluoride (FSO<sub>2</sub>Cl) as a SO<sub>2</sub> radical cation synthon, a wide range of sultones and sultams were efficiently constructed from readily available propargyl alcohols and amines under mild conditions. This cascade transformation proceeds via radical fluorosulfonylation of alkynes, followed by radical <i>ortho</i>-cyclization and an intramolecular sulfur(VI) fluoride exchange (SuFEx) process.

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Publication Details

Journal
Organic Letters
Published
2026-03-26
DOI
https://doi.org/10.1021/acs.orglett.6c00689
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
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Organophotocatalytic Synthesis of Polycyclic Sultones and Sultams with FSO 2 Cl through Fluorosulfonyl Radical Cation Synthon Strategy

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Organic Letters
Fluorine in Organic Chemistry
article

Organophotocatalytic Synthesis of Polycyclic Sultones and Sultams with FSO 2 Cl through Fluorosulfonyl Radical Cation Synthon Strategy

Yanju Lu, Shenlin Huang, Haoyuan Cheng, Tianyu He, Yukai Liu, Yan Zhao
article en

Abstract

An organophotocatalytic strategy for constructing polycyclic sultones and sultams has been developed. Utilizing sulfuryl chloride fluoride (FSO<sub>2</sub>Cl) as a SO<sub>2</sub> radical cation synthon, a wide range of sultones and sultams were efficiently constructed from readily available propargyl alcohols and amines under mild conditions. This cascade transformation proceeds via radical fluorosulfonylation of alkynes, followed by radical <i>ortho</i>-cyclization and an intramolecular sulfur(VI) fluoride exchange (SuFEx) process.

Organic Letters
Yunnan Normal University (CN), Nanjing Forestry University (CN)
Clean water and sanitation
Openalex Percentile: Top 6%
Fluorine in Organic Chemistry
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