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

IF 2.8 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-09-06 DOI:10.1002/ajoc.202400353
Wenbo Ma, Tao Zheng, Zihan Yu, Junlong Li, Qilin Gu, Linghui Gu, Zheyu Li
{"title":"Solvent‐Free Dehydrogenative C‒H Chalcogenations of Pyrazolones Using Mechanochemistry","authors":"Wenbo Ma, Tao Zheng, Zihan Yu, Junlong Li, Qilin Gu, Linghui Gu, Zheyu Li","doi":"10.1002/ajoc.202400353","DOIUrl":null,"url":null,"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","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.8000,"publicationDate":"2024-09-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ajoc.202400353","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

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
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
利用机械化学法实现吡唑酮的无溶剂脱氢 C-H Chalcogenation
介绍了利用球磨技术使吡唑酮与硫醇发生机械化学交叉脱氢偶联反应。在温和的反应条件下,苯硒醇和二卤化底物也能相容,产率高达 99%。该反应的显著特点包括无金属、无溶剂、底物范围广以及对官能团具有良好的耐受性。初步的机理研究表明,这一 C-H chalcogenation 反应可能涉及自由基途径。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
期刊最新文献
Front Cover: Rapidly Diverse Synthesis of N-Aryl-5-Substituted-2-Oxazolidinones via Nucleophilic Epoxide Ring Opening and Intramolecular Acyl Substitution of Epoxy Carbamates (Asian J. Org. Chem. 9/2024) Synthesis and Evaluations of Cleavable Triazene‐Modified Nucleotide for DNA Sequencing Microwave-Assisted One-pot Synthesis of Tetrahydro-β-Carbolines by Fe(II)-Catalyst: Utilizing Methanol as Methylene Synthon Kinetic Resolution of α‐Allyl‐α‐cinnamyl Carboxylic Acids Bearing an All‐Carbon Quaternary Stereocenter via Bromolactonization Catalyzed by a Chiral Bifunctional Sulfide Synthesis of Naphthalenones via Photo‐Induced Radical Cascade Fluoroalkylation/Cyclization of Alkenes
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1