Synthesis of Benzyl Thioethers by C−S Coupling of Benzylic Trimethylammonium Salts and Sulfonyl Chlorides

Synthesis of Benzyl Thioethers by C−S Coupling of Benzylic Trimethylammonium Salts and Sulfonyl Chlorides

A facile and efficient method to synthesize thioethers from sulfonyl chlorides and benzylic trimethylammonium salts is presented. This protocol provides a simple and direct approach to realize the reductive coupling reaction of readily available sulfonyl chlorides with benzyl ammonium salts in the p...

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Veröffentlicht in:European journal of organic chemistry 2023-11, Vol.26 (43)
Hauptverfasser: Ma, Xiujuan, Jin, Haoyu, Zeng, Min, Qin, Yiman, Tan, Lili, Miao, Tingting, Feng, Yu, Shi, Qian
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Chemical reactions
Chlorides
Coupling
Substrates
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container_issue 43
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container_title European journal of organic chemistry
container_volume 26
creator Ma, Xiujuan
Jin, Haoyu
Zeng, Min
Qin, Yiman
Tan, Lili
Miao, Tingting
Feng, Yu
Shi, Qian
description A facile and efficient method to synthesize thioethers from sulfonyl chlorides and benzylic trimethylammonium salts is presented. This protocol provides a simple and direct approach to realize the reductive coupling reaction of readily available sulfonyl chlorides with benzyl ammonium salts in the presence of triphenylphosphine along with base via C−N cleavage of benzyl ammonium salts. This reaction features mild conditions and good substrate compatibility to afford thioethers in moderate to good yields.
doi_str_mv 10.1002/ejoc.202300702
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subjects Chemical reactions
Chlorides
Coupling
Substrates
title Synthesis of Benzyl Thioethers by C−S Coupling of Benzylic Trimethylammonium Salts and Sulfonyl Chlorides
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