Base‐Free Synthesis of S‐Alkyl Isothioureas Through Ring‐Opening Reaction of Sulfonium Salts with Isothiocyanates and Amines

A convenient and base-free three-component reaction has been developed for the synthesis of S-alkyl substituted isothioureas from cyclic sulfonium salts, isothiocyanates, and amines. This protocol provides an alternative avenue to access a series of S-alkyl substituted isothioureas in moderate to good yields through ring-opening reaction of aryl, alkenyl and alkynyl sulfonium salts. The present strategy features operational simplicity, good functional group tolerance, gram-scale synthesis and high reaction efficiency.

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Publication Details

Journal
Chemistry - A European Journal
Published
2024-12-06
DOI
https://doi.org/10.1002/chem.202403990
Citations
6
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.50

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article

Base‐Free Synthesis of S‐Alkyl Isothioureas Through Ring‐Opening Reaction of Sulfonium Salts with Isothiocyanates and Amines

Cunwei Qian, Wei Xiang, Meng-Qing Gu
6 citations
Chemistry - A European Journal
Sulfur-Based Synthesis Techniques
1.50
article

Base‐Free Synthesis of S‐Alkyl Isothioureas Through Ring‐Opening Reaction of Sulfonium Salts with Isothiocyanates and Amines

Cunwei Qian, Wei Xiang, Meng-Qing Gu
article en
6 citations

Abstract

A convenient and base-free three-component reaction has been developed for the synthesis of S-alkyl substituted isothioureas from cyclic sulfonium salts, isothiocyanates, and amines. This protocol provides an alternative avenue to access a series of S-alkyl substituted isothioureas in moderate to good yields through ring-opening reaction of aryl, alkenyl and alkynyl sulfonium salts. The present strategy features operational simplicity, good functional group tolerance, gram-scale synthesis and high reaction efficiency.

Chemistry - A European JournalVol. 31(8)
Yancheng Teachers University (CN)
Yancheng Teachers University
Openalex Percentile: Top 18%
Sulfur-Based Synthesis Techniques
1.50
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