Regioselective Cleavage and Reconfiguration of C–S Bonds with Diazo Compounds

A coupling reaction between diazo compounds and phenyl benzyl sulfide catalyzed by TfOH has been reported. This reaction can synthesize important α-arylthio carbonyl compounds via regioselective cleavage and reconfiguration of C-S bonds, and various functional groups were tolerant to the reaction conditions. Mechanistic studies have conclusively established that the pivotal intermediate in the reaction was meticulously investigated through spectroscopic evidence, complemented by rigorous control experiments.

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Publication Details

Journal
Organic Letters
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.orglett.4c03246
Citations
7
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.75

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article

Regioselective Cleavage and Reconfiguration of C–S Bonds with Diazo Compounds

Fen‐Er Chen, Haifeng Wang, Shuang‐Xi Gu, Huan Li et al.
7 citations
Organic Letters
Sulfur-Based Synthesis Techniques
1.75
article

Regioselective Cleavage and Reconfiguration of C–S Bonds with Diazo Compounds

Fen‐Er Chen, Haifeng Wang, Shuang‐Xi Gu, Huan Li, Jie Zeng, Zhimin Xia, Lewan Li, Jian Lv
article en
7 citations

Abstract

A coupling reaction between diazo compounds and phenyl benzyl sulfide catalyzed by TfOH has been reported. This reaction can synthesize important α-arylthio carbonyl compounds via regioselective cleavage and reconfiguration of C-S bonds, and various functional groups were tolerant to the reaction conditions. Mechanistic studies have conclusively established that the pivotal intermediate in the reaction was meticulously investigated through spectroscopic evidence, complemented by rigorous control experiments.

Organic LettersVol. 26(39)
Fudan University (CN), Wuhan Institute of Technology (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hubei Province, Wuhan Institute of Technology
Zero hunger
Openalex Percentile: Top 16%
Sulfur-Based Synthesis Techniques
1.75
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Regioselective Cleavage and Reconfiguration of C–S Bonds with Diazo Compounds — Fen‐Er Chen, Haifeng Wang, et al. · Organic Letters (2024) | TGRS Research Map | TGRS