Electrochemically Driven Chalcogenative Cyclization of 2-Alkynyl Aryl Oxime: Access to Functionalized Isoquinolines

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-02-07 DOI:10.1021/acs.joc.4c02655
Jiajun Hu, Bo Li, Feng Xiong, Yue Xu, Zheyu Li, Linghui Gu, Wenbo Ma, Ruhuai Mei
{"title":"Electrochemically Driven Chalcogenative Cyclization of 2-Alkynyl Aryl Oxime: Access to Functionalized Isoquinolines","authors":"Jiajun Hu, Bo Li, Feng Xiong, Yue Xu, Zheyu Li, Linghui Gu, Wenbo Ma, Ruhuai Mei","doi":"10.1021/acs.joc.4c02655","DOIUrl":null,"url":null,"abstract":"A transition-metal-free electrochemical chalcogenative cyclization of 2-alkynyl aryl oxime with dichalcogenides has been established to assemble valuable 4-organochalcogen isoquinolines concisely. This protocol proceeds via constant electrolysis in a user-friendly undivided cell setup. It circumvents the necessity of transition metal catalysts, chemical oxidants, and harsh reaction conditions. The practical utilities of the current protocol were illustrated by excellent functional group tolerance, remarkable regio-selectivity, easy scalability, mild reaction conditions, and transformable 4-organochalcogen isoquinoline products.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"385 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c02655","RegionNum":2,"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 transition-metal-free electrochemical chalcogenative cyclization of 2-alkynyl aryl oxime with dichalcogenides has been established to assemble valuable 4-organochalcogen isoquinolines concisely. This protocol proceeds via constant electrolysis in a user-friendly undivided cell setup. It circumvents the necessity of transition metal catalysts, chemical oxidants, and harsh reaction conditions. The practical utilities of the current protocol were illustrated by excellent functional group tolerance, remarkable regio-selectivity, easy scalability, mild reaction conditions, and transformable 4-organochalcogen isoquinoline products.

Abstract Image

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
电化学驱动的2-炔基芳基肟硫代环化:获得功能化异喹啉
建立了一种无过渡金属的2-炔基芳基肟与二硫族化合物的电化学硫代环化反应,以简洁地组装有价的4-有机氧基异喹啉。该协议通过在用户友好的未分裂细胞设置中不断电解进行。它避开了过渡金属催化剂、化学氧化剂和恶劣反应条件的需要。该方法具有良好的官能团耐受性、显著的区域选择性、易于扩展、反应条件温和以及可转化的4-有机乙醇异喹啉产物。
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
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
期刊最新文献
Asymmetric Total Synthesis of Both C14 Epimers of Petromyzestrosterol Enables Stereochemical Assignment and Olfactory Activity Evaluation in Sea Lamprey. Antimicrobial Activities of Ophiobolins from Bipolaris maydis against Foodborne Pathogenic Bacteria via Biofilm Formation Inhibition. Chemoselective Diazotransfer of Primary Aliphatic Amines into Azides Using Commercial Aryl Sulfonyl Azides. Issue Editorial Masthead Electrochemical Intermolecular Benzylic C(sp3)-H Imidation via Bromide-Mediated Cross-Dehydrogenative Coupling.
×
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:604180095
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