{"title":"铜催化Friedel-Crafts反应不对称合成轴手性N,N′-咔唑吡咯","authors":"Xin-Ru Wang and Yingying Zhang","doi":"10.1039/D5NJ00200A","DOIUrl":null,"url":null,"abstract":"<p >N–N atropisomers are commonly found in natural products and pharmaceuticals. Herein, we report a copper-bisoxazoline-catalyzed Friedel–Crafts reaction that enables the first enantioselective synthesis of <em>N,N</em>′-carbazole-pyrrole rings. This method demonstrates practical advantages with mild reaction conditions, an atom-economic process, high enantioselectivity and very broad substrate scope. Additionally, its scalability and versatility are showcased through gram-scale synthesis and diverse transformation applications.</p>","PeriodicalId":95,"journal":{"name":"New Journal of Chemistry","volume":" 10","pages":" 3849-3854"},"PeriodicalIF":2.5000,"publicationDate":"2025-02-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Asymmetric synthesis of axially chiral N,N′-carbazolepyrrole via copper-catalyzed Friedel–Crafts reaction†\",\"authors\":\"Xin-Ru Wang and Yingying Zhang\",\"doi\":\"10.1039/D5NJ00200A\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >N–N atropisomers are commonly found in natural products and pharmaceuticals. Herein, we report a copper-bisoxazoline-catalyzed Friedel–Crafts reaction that enables the first enantioselective synthesis of <em>N,N</em>′-carbazole-pyrrole rings. This method demonstrates practical advantages with mild reaction conditions, an atom-economic process, high enantioselectivity and very broad substrate scope. Additionally, its scalability and versatility are showcased through gram-scale synthesis and diverse transformation applications.</p>\",\"PeriodicalId\":95,\"journal\":{\"name\":\"New Journal of Chemistry\",\"volume\":\" 10\",\"pages\":\" 3849-3854\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2025-02-11\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"New Journal of Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/nj/d5nj00200a\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"New Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/nj/d5nj00200a","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Asymmetric synthesis of axially chiral N,N′-carbazolepyrrole via copper-catalyzed Friedel–Crafts reaction†
N–N atropisomers are commonly found in natural products and pharmaceuticals. Herein, we report a copper-bisoxazoline-catalyzed Friedel–Crafts reaction that enables the first enantioselective synthesis of N,N′-carbazole-pyrrole rings. This method demonstrates practical advantages with mild reaction conditions, an atom-economic process, high enantioselectivity and very broad substrate scope. Additionally, its scalability and versatility are showcased through gram-scale synthesis and diverse transformation applications.