{"title":"碱介导的 C3-烷基化喹喔啉衍生物。","authors":"Vaibhav Ramachandra Pansare , Nagaraju Barsu","doi":"10.1039/d4ob01571a","DOIUrl":null,"url":null,"abstract":"<div><div>We have developed a novel base-mediated method for the selective C3-alkylation of quinoxalin-2(1<em>H</em>)-one and <em>N</em>-protected quinoxalin-2(1<em>H</em>)-one using inexpensive, unactivated nitroalkanes. This approach tolerates a wide range of functional groups and supports the synthesis of various bioactive compounds. Gram-scale reactions demonstrate the scalability of the method. The proposed mechanism was validated by control experiments.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 2","pages":"Pages 303-307"},"PeriodicalIF":2.8000,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Base-mediated denitrative C3-alkylation of quinoxaline derivatives†\",\"authors\":\"Vaibhav Ramachandra Pansare , Nagaraju Barsu\",\"doi\":\"10.1039/d4ob01571a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>We have developed a novel base-mediated method for the selective C3-alkylation of quinoxalin-2(1<em>H</em>)-one and <em>N</em>-protected quinoxalin-2(1<em>H</em>)-one using inexpensive, unactivated nitroalkanes. This approach tolerates a wide range of functional groups and supports the synthesis of various bioactive compounds. Gram-scale reactions demonstrate the scalability of the method. The proposed mechanism was validated by control experiments.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 2\",\"pages\":\"Pages 303-307\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2024-11-06\",\"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/S1477052024010061\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/11/14 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/S1477052024010061","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/11/14 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Base-mediated denitrative C3-alkylation of quinoxaline derivatives†
We have developed a novel base-mediated method for the selective C3-alkylation of quinoxalin-2(1H)-one and N-protected quinoxalin-2(1H)-one using inexpensive, unactivated nitroalkanes. This approach tolerates a wide range of functional groups and supports the synthesis of various bioactive compounds. Gram-scale reactions demonstrate the scalability of the method. The proposed mechanism was validated by control experiments.
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.
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