Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

Abstract An efficient catalytic system employing TMS•OTf for the regioselective thiolation of electron‐rich arenes with sulfonyl hydrazides has been developed. The reaction occurs in a solvent mixture of dichloroethane and trifluoroethanol under mild conditions, with the addition of water. This method furnishes a range of para ‐thio‐substituted arenes and 3‐sulfenyl‐indoles in good to excellent yields, marking a significant advancement in organic synthesis.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-10-16
DOI
https://doi.org/10.1002/ejoc.202400894
Citations
4
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.00

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article

Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

Rahul Vishwakarma, Chinmoy Kumar Hazra, Pragya Sharma
4 citations
European Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
1.00
article

Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

Rahul Vishwakarma, Chinmoy Kumar Hazra, Pragya Sharma
article en
4 citations

Abstract

Abstract An efficient catalytic system employing TMS•OTf for the regioselective thiolation of electron‐rich arenes with sulfonyl hydrazides has been developed. The reaction occurs in a solvent mixture of dichloroethane and trifluoroethanol under mild conditions, with the addition of water. This method furnishes a range of para ‐thio‐substituted arenes and 3‐sulfenyl‐indoles in good to excellent yields, marking a significant advancement in organic synthesis.

European Journal of Organic ChemistryVol. 27(47)
Indian Institute of Technology Delhi (IN)
Ministry of Education, India, Indian Institute of Technology Delhi, Science and Engineering Research Board
Openalex Percentile: Top 27%
Sulfur-Based Synthesis Techniques
1.00
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Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes — Rahul Vishwakarma, Chinmoy Kumar Hazra, et al. · European Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS