A catalyst- and solvent-free visible-light-promoted bromination and chlorination of tertiary C(sp3)–H bonds†

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC
Quanjin Rong, Zhe Zhang, Jingyu Meng, Fan Wang and Zhong-Quan Liu
{"title":"A catalyst- and solvent-free visible-light-promoted bromination and chlorination of tertiary C(sp3)–H bonds†","authors":"Quanjin Rong, Zhe Zhang, Jingyu Meng, Fan Wang and Zhong-Quan Liu","doi":"10.1039/D4QO01997K","DOIUrl":null,"url":null,"abstract":"<p >Previous methods for selective halogenation of aliphatic C–H bonds generally required catalysts, additives, and the use of large amounts of solvents, leading to low atom economy and solvent pollution issues. We report herein a visible-light-driven bromination/chlorination of 3° C(sp<small><sup>3</sup></small>)–H bonds without using any catalyst or solvent. This method can functionalize C–H bonds with high site selectivity and excellent functional group tolerance, even in complex molecules. Additionally, the reaction can be easily scaled up to gram-level production without losing efficiency.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":" 3","pages":" 786-792"},"PeriodicalIF":4.6000,"publicationDate":"2024-11-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/qo/d4qo01997k","RegionNum":1,"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

Previous methods for selective halogenation of aliphatic C–H bonds generally required catalysts, additives, and the use of large amounts of solvents, leading to low atom economy and solvent pollution issues. We report herein a visible-light-driven bromination/chlorination of 3° C(sp3)–H bonds without using any catalyst or solvent. This method can functionalize C–H bonds with high site selectivity and excellent functional group tolerance, even in complex molecules. Additionally, the reaction can be easily scaled up to gram-level production without losing efficiency.

Abstract Image

一种催化剂和无溶剂可见光促进的三级 C(sp3)-H 键溴化和氯化反应
以往选择性卤化脂肪族 C-H 键的方法通常需要催化剂、添加剂和使用大量溶剂,导致原子经济性低和溶剂污染问题。我们在此报告一种不使用任何催化剂或溶剂的可见光驱动的 3o C(sp3)-H 键溴化/氯化法。即使在复杂的分子中,这种方法也能以高位点选择性和出色的官能团耐受性对 C-H 键进行官能化。此外,该反应还可在不降低效率的情况下轻松放大到克级产量。
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 求助全文
来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信