Jidan Liu , Ruilian Liang , Qinglian Yan , Liyao Zheng , Zhao-Qing Liu , Shouzhi Pu
{"title":"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","authors":"Jidan Liu , Ruilian Liang , Qinglian Yan , Liyao Zheng , Zhao-Qing Liu , 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":"{\"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 , Ruilian Liang , Qinglian Yan , Liyao Zheng , Zhao-Qing Liu , 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}","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}
Recent advances in the synthesis of nitrogen heterocycles via Rh(iii)-catalyzed chelation-assisted C–H activation/annulation with diazo compounds
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.