Recent advances in the synthesis of nitrogen heterocycles via Rh(iii)-catalyzed chelation-assisted C–H activation/annulation with diazo compounds

Jidan Liu , Ruilian Liang , Qinglian Yan , Liyao Zheng , Zhao-Qing Liu , Shouzhi Pu
{"title":"Recent advances in the synthesis of nitrogen heterocycles via Rh(iii)-catalyzed chelation-assisted C–H activation/annulation with diazo compounds","authors":"Jidan Liu ,&nbsp;Ruilian Liang ,&nbsp;Qinglian Yan ,&nbsp;Liyao Zheng ,&nbsp;Zhao-Qing Liu ,&nbsp;Shouzhi Pu","doi":"10.1039/d5qo00111k","DOIUrl":null,"url":null,"abstract":"<div><div>Diazo compounds are a class of readily available and versatile reagents in modern organic synthesis that have been used as valuable synthetic building blocks for a diverse range of important organic transformations due to their convenient preparation and high reactivity. In this review, the advancements in the synthesis of nitrogen-containing heterocycles <em>via</em> Rh(<span>iii</span>)-catalyzed chelation-assisted tandem C–H activation/carbene insertion/annulation with diazo compounds as carbene precursors have been summarized. A variety of structurally diverse nitrogen heterocyclic scaffolds, such as indoles, isoindolones, carbazoles, isoquinolines, isoquinolones, 2<em>H</em>-indazoles, indazolones, cinnolines, 2,3-benzodiazepines, azepines, and diazepinones can be easily prepared from different diazo compounds in a highly efficient and environmentally benign manner.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 9","pages":"Pages 3065-3106"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925001470","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/17 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

Abstract

Diazo compounds are a class of readily available and versatile reagents in modern organic synthesis that have been used as valuable synthetic building blocks for a diverse range of important organic transformations due to their convenient preparation and high reactivity. In this review, the advancements in the synthesis of nitrogen-containing heterocycles via Rh(iii)-catalyzed chelation-assisted tandem C–H activation/carbene insertion/annulation with diazo compounds as carbene precursors have been summarized. A variety of structurally diverse nitrogen heterocyclic scaffolds, such as indoles, isoindolones, carbazoles, isoquinolines, isoquinolones, 2H-indazoles, indazolones, cinnolines, 2,3-benzodiazepines, azepines, and diazepinones can be easily prepared from different diazo compounds in a highly efficient and environmentally benign manner.

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
Rh(III)催化螯合辅助C-H活化/重氮化合物环化法合成氮杂环的研究进展
重氮化合物在现代有机合成中是一类容易获得和用途广泛的试剂,由于其制备方便和反应活性高,已被用作多种重要有机转化的有价值的合成基石。本文综述了以重氮化合物为碳前体,Rh(III)催化螯合辅助C-H活化/插入卡宾/环化法合成含氮杂环的研究进展。多种结构多样的氮杂环支架,如吲哚类、异吲哚类、咔唑类、异喹啉类、异喹诺酮类、2h -茚唑类、茚唑类、喹啉类、2,3-苯二氮卓类、氮卓类、二氮卓类等,都可以由不同的重氮化合物以高效、环保的方式制备。
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
7.80
自引率
0.00%
发文量
0
期刊最新文献
Photocatalytic coupling of phenols with imines via polarity reversal. From acyl boronates to functional boronate-substituted and boron-containing heterocycles: emerging methods and applications Expression of concern: Dithiocarbamate-mediated thioamidation of arylglyoxylic acids by decarboxylative–decarbonylative C–C bond formation reactions Clean and economic synthesis of N-sulfonyl isothioureas from isocyanides, sulfonamides and disulfides Core-modified N-confused pentaphyrin variants with adaptive (anti)aromaticity
×
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