{"title":"可见光诱导串联自由基环化合成2-(3-氰烷基)取代喹啉衍生物","authors":"Guichao Wang, Guanzhong Chen, Meiting Guo, Caiyun Liang, Aiyu Chen, Bin Li, Zuodong Yin, Wanfang Li, Wuheng Dong, Yongchun Huang","doi":"10.1021/acs.joc.4c02542","DOIUrl":null,"url":null,"abstract":"A highly efficient 6-endo-trig radical cyclization reaction between cyclobutanone oximes and 1-isocyano-2-vinylbenzenes via visible light-induced photoredox catalysis has been realized in the presence of 2 mol % of <i>fac</i>-Ir(ppy)<sub>3</sub> as the photocatalyst, which gave rise to a variety of 2-(3-cyanoalkyl)substituted quinoline derivatives with moderate to excellent yields under mild reaction conditions.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"227 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-04-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Visible Light-Induced Tandem Radical Cyclization for the Synthesis of 2-(3-Cyanoalkyl)Substituted Quinoline Derivatives\",\"authors\":\"Guichao Wang, Guanzhong Chen, Meiting Guo, Caiyun Liang, Aiyu Chen, Bin Li, Zuodong Yin, Wanfang Li, Wuheng Dong, Yongchun Huang\",\"doi\":\"10.1021/acs.joc.4c02542\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A highly efficient 6-endo-trig radical cyclization reaction between cyclobutanone oximes and 1-isocyano-2-vinylbenzenes via visible light-induced photoredox catalysis has been realized in the presence of 2 mol % of <i>fac</i>-Ir(ppy)<sub>3</sub> as the photocatalyst, which gave rise to a variety of 2-(3-cyanoalkyl)substituted quinoline derivatives with moderate to excellent yields under mild reaction conditions.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"227 1\",\"pages\":\"\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-04-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.joc.4c02542\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c02542","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
摘要
以2mol %的面- ir (ppy)3为光催化剂,在可见光诱导下,环丁酮肟与1-异氰基-2-乙烯基苯发生了高效的6-内三自由基环化反应,在温和的反应条件下,生成了多种2-(3-氰烷基)取代喹啉衍生物,收率中至优异。
Visible Light-Induced Tandem Radical Cyclization for the Synthesis of 2-(3-Cyanoalkyl)Substituted Quinoline Derivatives
A highly efficient 6-endo-trig radical cyclization reaction between cyclobutanone oximes and 1-isocyano-2-vinylbenzenes via visible light-induced photoredox catalysis has been realized in the presence of 2 mol % of fac-Ir(ppy)3 as the photocatalyst, which gave rise to a variety of 2-(3-cyanoalkyl)substituted quinoline derivatives with moderate to excellent yields under mild reaction conditions.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.