{"title":"区域选择性双脱水环化途径构建由2,3-二氢喹唑啉-4(1H)- 1和1,2-二氢吡咯[1,2-a]吡嗪组成的多杂环骨架。","authors":"Dohui Ku , Seoyoung Song , Ikyon Kim","doi":"10.1039/d5ob00580a","DOIUrl":null,"url":null,"abstract":"<div><div>The Sc(OTf)<sub>3</sub>-catalyzed reaction of 2-aminobenzamide with <em>N</em>-substituted pyrrole-2-carboxaldehyde proceeded well to give a tetracyclic skeleton consisting of dihydroquinazolin-4-one and 1,2-dihydropyrrolo[1,2-<em>a</em>]pyrazine <em>via</em> regioselective double cyclodehydrations where two heterocyclic rings (quinazolinone and pyrazine) were sequentially constructed through the formation of three C–N bonds.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 27","pages":"Pages 6589-6602"},"PeriodicalIF":2.7000,"publicationDate":"2025-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Regioselective double dehydrative cyclization route to construct polyheterocyclic skeletons consisting of 2,3-dihydroquinazolin-4(1H)-ones and 1,2-dihydropyrrolo[1,2-a]pyrazines†\",\"authors\":\"Dohui Ku , Seoyoung Song , Ikyon Kim\",\"doi\":\"10.1039/d5ob00580a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The Sc(OTf)<sub>3</sub>-catalyzed reaction of 2-aminobenzamide with <em>N</em>-substituted pyrrole-2-carboxaldehyde proceeded well to give a tetracyclic skeleton consisting of dihydroquinazolin-4-one and 1,2-dihydropyrrolo[1,2-<em>a</em>]pyrazine <em>via</em> regioselective double cyclodehydrations where two heterocyclic rings (quinazolinone and pyrazine) were sequentially constructed through the formation of three C–N bonds.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 27\",\"pages\":\"Pages 6589-6602\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-05-09\",\"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/S1477052025005129\",\"RegionNum\":3,\"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":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052025005129","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Regioselective double dehydrative cyclization route to construct polyheterocyclic skeletons consisting of 2,3-dihydroquinazolin-4(1H)-ones and 1,2-dihydropyrrolo[1,2-a]pyrazines†
The Sc(OTf)3-catalyzed reaction of 2-aminobenzamide with N-substituted pyrrole-2-carboxaldehyde proceeded well to give a tetracyclic skeleton consisting of dihydroquinazolin-4-one and 1,2-dihydropyrrolo[1,2-a]pyrazine via regioselective double cyclodehydrations where two heterocyclic rings (quinazolinone and pyrazine) were sequentially constructed through the formation of three C–N bonds.
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.