Annulation of Ketene Dithioacetals and Sulfonyl Hydrazines for the Synthesis of N‐Sulfonyl 5‐Alkylthiopyrazoles

A facile method for the synthesis of pyrazoles bearing novel N‐sulfonyl and 5‐alkylthio functional substructures has been developed via the reactions of ketene dithioacetals and sulfonyl hydrazines. The reactions are conducted with simple p‐toluenesulfonic acid (p‐TSA) promotion and mild heating und...

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Bibliographic Details
Published in:ChemistrySelect (Weinheim) 2020-08, Vol.5 (30), p.9431-9434
Main Authors: Li, Yi, Wan, Jie‐Ping, Liu, Yunyun
Format: Article
Language:English
Subjects:
annulation
ketene dithioacetal
N-sulfonyl substitution
pyrazoles
sulfonyl hydrazine
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Summary:A facile method for the synthesis of pyrazoles bearing novel N‐sulfonyl and 5‐alkylthio functional substructures has been developed via the reactions of ketene dithioacetals and sulfonyl hydrazines. The reactions are conducted with simple p‐toluenesulfonic acid (p‐TSA) promotion and mild heating under air atmosphere, leading to the synthesis of target products with highly diverse functional substitution. A simple method for the synthesis of novel 5‐alkylthio‐N‐sulfonyl pyrazoles has been reported by employing simple starting materials of ketene dithioacetals and sulfonyl hydrazines with the promotion of p‐TSA (p‐toluenesulfonic acid), providing a practical access to structurally interesting and useful sulfur side chain functionalized heterocyclic scaffolds.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202002480