Electropositive Sulfur Activation for the Regioselective Amino Functionalization of Alkynyl Sulfonium Salts

We report an electropositive sulfur activation strategy for regioselective alkyne amination, enabling the tunable amino functionalization of alkynyl sulfonium salts with triazoles under ambient conditions. The operationally simple protocol exhibits a broad substrate scope and excellent functional-group tolerance, delivering vinyl triazoles in moderate to excellent yields. Both the control experiments and the isolation of key intermediates support a stepwise reaction pathway for this chemical process.

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Journal
Organic Letters
Published
2026-04-02
DOI
https://doi.org/10.1021/acs.orglett.6c00838
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Electropositive Sulfur Activation for the Regioselective Amino Functionalization of Alkynyl Sulfonium Salts

Qiang Huang, Cheng Peng, Jinglei Chen, Hong Deng
Organic Letters
Sulfur-Based Synthesis Techniques
article

Electropositive Sulfur Activation for the Regioselective Amino Functionalization of Alkynyl Sulfonium Salts

Qiang Huang, Cheng Peng, Jinglei Chen, Hong Deng
article en

Abstract

We report an electropositive sulfur activation strategy for regioselective alkyne amination, enabling the tunable amino functionalization of alkynyl sulfonium salts with triazoles under ambient conditions. The operationally simple protocol exhibits a broad substrate scope and excellent functional-group tolerance, delivering vinyl triazoles in moderate to excellent yields. Both the control experiments and the isolation of key intermediates support a stepwise reaction pathway for this chemical process.

Organic LettersVol. 28(15)
Ministry of Education of the People's Republic of China (CN), Huaibei Normal University (CN), Green Chemistry (PL)
Natural Science Foundation for Distinguished Young Scholars of Anhui Province, National Natural Science Foundation of China, Natural Science Foundation of Anhui Province
Openalex Percentile: Top 25%
Sulfur-Based Synthesis Techniques
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