Yongqi Yu , Jiajia Yu , Yanqi Li , Mengdan You , Rantao Huang , Weiguang Kong , Ming Chen , Jinjin Bai , Wenguang Li , Ting Li
{"title":"Cp*Co(III)催化苯胺的正烷基化/烯化反应。","authors":"Yongqi Yu , Jiajia Yu , Yanqi Li , Mengdan You , Rantao Huang , Weiguang Kong , Ming Chen , Jinjin Bai , Wenguang Li , Ting Li","doi":"10.1039/d4ob01974a","DOIUrl":null,"url":null,"abstract":"<div><div>A highly practical and efficient Cp*Co(<span>iii</span>)-catalyzed C–H alkylation/alkenylation reaction of anilides with maleimides and acrylates was developed, during which a weakly coordinating amide carbonyl group functioned as the directing group. This approach features high efficiency, good functional group tolerance, and broad substrate scope, and a variety of 3-substituted succinimides and <em>ortho</em>-alkenylated anilides were synthesized in moderate to excellent yields. Furthermore, the reaction is highly selective, affording mono-<em>ortho</em>-alkylated/alkenylated products only. In addition, synthetic transformations of the 3-substituted succinimide products demonstrate the practicability of the reaction.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 9","pages":"Pages 2086-2091"},"PeriodicalIF":2.7000,"publicationDate":"2025-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cp*Co(iii)-catalyzed ortho-alkylation/alkenylation of anilides†\",\"authors\":\"Yongqi Yu , Jiajia Yu , Yanqi Li , Mengdan You , Rantao Huang , Weiguang Kong , Ming Chen , Jinjin Bai , Wenguang Li , Ting Li\",\"doi\":\"10.1039/d4ob01974a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A highly practical and efficient Cp*Co(<span>iii</span>)-catalyzed C–H alkylation/alkenylation reaction of anilides with maleimides and acrylates was developed, during which a weakly coordinating amide carbonyl group functioned as the directing group. This approach features high efficiency, good functional group tolerance, and broad substrate scope, and a variety of 3-substituted succinimides and <em>ortho</em>-alkenylated anilides were synthesized in moderate to excellent yields. Furthermore, the reaction is highly selective, affording mono-<em>ortho</em>-alkylated/alkenylated products only. In addition, synthetic transformations of the 3-substituted succinimide products demonstrate the practicability of the reaction.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 9\",\"pages\":\"Pages 2086-2091\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-01-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052025000485\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/18 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052025000485","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/18 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Cp*Co(iii)-catalyzed ortho-alkylation/alkenylation of anilides†
A highly practical and efficient Cp*Co(iii)-catalyzed C–H alkylation/alkenylation reaction of anilides with maleimides and acrylates was developed, during which a weakly coordinating amide carbonyl group functioned as the directing group. This approach features high efficiency, good functional group tolerance, and broad substrate scope, and a variety of 3-substituted succinimides and ortho-alkenylated anilides were synthesized in moderate to excellent yields. Furthermore, the reaction is highly selective, affording mono-ortho-alkylated/alkenylated products only. In addition, synthetic transformations of the 3-substituted succinimide products demonstrate the practicability of the reaction.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.