Solvent‐Free Dehydrogenative C−H Chalcogenations of Pyrazolones Using Mechanochemistry

Abstract A mechanochemical cross‐dehydrogenative coupling reaction of pyrazolones with thiols using ball milling is described. Benzeneselenol and dichalcogenide substrates are also compatible under mild reaction conditions, yielding up to 99 %. Notable features of this reaction include its metal‐ and solvent‐free, wide substrate scope and good functional group tolerance. Preliminary mechanistic investigations suggest that a radical pathway is likely involved in this C−H chalcogenation reaction.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-09-06
DOI
https://doi.org/10.1002/ajoc.202400353
Citations
4
Primary Topic
Synthesis and biological activity
Type
article
Field-Weighted Citation Impact
1.00
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article

Solvent‐Free Dehydrogenative C−H Chalcogenations of Pyrazolones Using Mechanochemistry

Zihan Yu, Linghui Gu, Jun‐Long Li, Zheyu Li et al.
4 citations
Asian Journal of Organic Chemistry
Synthesis and biological activity
1.00
article

Solvent‐Free Dehydrogenative C−H Chalcogenations of Pyrazolones Using Mechanochemistry

Zihan Yu, Linghui Gu, Jun‐Long Li, Zheyu Li, Tao Zheng, Qilin Gu, Wenbo Ma
article en
4 citations

Abstract

Abstract A mechanochemical cross‐dehydrogenative coupling reaction of pyrazolones with thiols using ball milling is described. Benzeneselenol and dichalcogenide substrates are also compatible under mild reaction conditions, yielding up to 99 %. Notable features of this reaction include its metal‐ and solvent‐free, wide substrate scope and good functional group tolerance. Preliminary mechanistic investigations suggest that a radical pathway is likely involved in this C−H chalcogenation reaction.

Asian Journal of Organic ChemistryVol. 13(12)
Chengdu University (CN)
Openalex Percentile: Top 27%
Synthesis and biological activity
1.00
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