{"title":"初级磺酰胺催化未活化烯烃的三组份羧化反应","authors":"Ying Zhang , Kai-Dian Li , Chang-Quan Zhou , Zhi-Xi Xing , Huan-Ming Huang","doi":"10.1039/d4gc02879a","DOIUrl":null,"url":null,"abstract":"<div><div>Catalytic multicomponent reactions offer an efficient synthetic approach for constructing multiple chemical bonds in a single step. However, the carboamination of unactivated alkenes, involving nitrogen radical species directly from N–H precursors, is infrequent due to the high bond energy and challenges in step matching. Herein we demonstrate a catalytic radical three-component reaction using simple primary sulfonamides, which provides a novel method for constructing a library of complex architectures through carbon–nitrogen and carbon–carbon bond formation. The newly developed method demonstrates a high degree of tolerance towards various functional groups, proving to be highly efficient in the late-stage modification of complex drug molecules and natural products under very mild conditions.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"26 20","pages":"Pages 10434-10440"},"PeriodicalIF":9.2000,"publicationDate":"2024-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/gc/d4gc02879a?page=search","citationCount":"0","resultStr":"{\"title\":\"Catalytic three-component carboamination of unactivated alkenes with primary sulfonamides†\",\"authors\":\"Ying Zhang , Kai-Dian Li , Chang-Quan Zhou , Zhi-Xi Xing , Huan-Ming Huang\",\"doi\":\"10.1039/d4gc02879a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Catalytic multicomponent reactions offer an efficient synthetic approach for constructing multiple chemical bonds in a single step. However, the carboamination of unactivated alkenes, involving nitrogen radical species directly from N–H precursors, is infrequent due to the high bond energy and challenges in step matching. Herein we demonstrate a catalytic radical three-component reaction using simple primary sulfonamides, which provides a novel method for constructing a library of complex architectures through carbon–nitrogen and carbon–carbon bond formation. The newly developed method demonstrates a high degree of tolerance towards various functional groups, proving to be highly efficient in the late-stage modification of complex drug molecules and natural products under very mild conditions.</div></div>\",\"PeriodicalId\":78,\"journal\":{\"name\":\"Green Chemistry\",\"volume\":\"26 20\",\"pages\":\"Pages 10434-10440\"},\"PeriodicalIF\":9.2000,\"publicationDate\":\"2024-09-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.rsc.org/en/content/articlepdf/2024/gc/d4gc02879a?page=search\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Green Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1463926224007969\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926224007969","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Catalytic three-component carboamination of unactivated alkenes with primary sulfonamides†
Catalytic multicomponent reactions offer an efficient synthetic approach for constructing multiple chemical bonds in a single step. However, the carboamination of unactivated alkenes, involving nitrogen radical species directly from N–H precursors, is infrequent due to the high bond energy and challenges in step matching. Herein we demonstrate a catalytic radical three-component reaction using simple primary sulfonamides, which provides a novel method for constructing a library of complex architectures through carbon–nitrogen and carbon–carbon bond formation. The newly developed method demonstrates a high degree of tolerance towards various functional groups, proving to be highly efficient in the late-stage modification of complex drug molecules and natural products under very mild conditions.
期刊介绍:
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.