Lewis acid-promoted C–H Chalcogenation of Arenes and Heteroarenes

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-10-16 DOI:10.1002/ejoc.202400894
Rahul Vishwakarma, Pragya Sharma, Chinmoy Kumar Hazra
{"title":"Lewis acid-promoted C–H Chalcogenation of Arenes and Heteroarenes","authors":"Rahul Vishwakarma, Pragya Sharma, Chinmoy Kumar Hazra","doi":"10.1002/ejoc.202400894","DOIUrl":null,"url":null,"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.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"60 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202400894","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

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.
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
路易斯酸促进的烯和杂环烯的 C-H Chalcogenation 反应
利用 TMS-OTf 开发出了一种高效催化系统,用于富电子烷与磺酰肼的区域选择性硫代反应。反应在二氯乙烷和三氟乙醇的混合溶剂中进行,条件温和,并加入水。这种方法可以提供一系列对硫代的炔类化合物和 3-亚磺酰基吲哚,收率从良好到极佳,是有机合成领域的一大进步。
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
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
期刊最新文献
Photolabile ortho‐Nitro‐Benzyl Carbonate as an Amino Protecting Group for Stereocontrolled Synthesis of 2‐Amino‐2‐Deoxy‐β‐D‐Glycosides (3+3)‐Annulation of 2‐Mercaptobenzimidazoles With α‐(Trifluoromethyl)styrene Under Ultrasonic Irradiation Recent Developments in the Photochemical Reactions of N‐Heterocyclic Compounds Front Cover: Batch to Continuous Flow Visible-Light Photooxidations Using Alumina Supported Hydroxyanthraquinones (Eur. J. Org. Chem. 43/2024) Filling the Gap within 10‐Membered Heteroenediynes: Thiaenediyne – An Experimental and Theoretical Study
×
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