Le Anh Nguyen , Thi Thu Tram Nguyen , Quoc Anh Ngo , Pascal Retailleau , Thanh Binh Nguyen
{"title":"邻氨基二苯甲酮与芳基异硫氰酸酯的无溶剂、无催化剂反应:快速获得拥挤的 4-苯基-4-羟基喹唑啉-2-硫酮衍生物。","authors":"Le Anh Nguyen , Thi Thu Tram Nguyen , Quoc Anh Ngo , Pascal Retailleau , Thanh Binh Nguyen","doi":"10.1039/d4ob01452a","DOIUrl":null,"url":null,"abstract":"<div><div>An efficient method to construct 4-phenyl-4-hydroxyquinazolin-2-thiones <em>via</em> solvent-free and catalyst-free addition of <em>o</em>-aminobenzophenone with aryl isothiocyanates under thermal conditions has been developed, providing new congested 4-phenyl-4-hydroxyquinazolin-2-thiones in practically quantitative yields <em>via</em> simple purification by filtration/recrystallization. Extension of these conditions to <em>o</em>-aminoacetophenone in place of <em>o</em>-aminobenzophenone led to 4-methylenequinazoline-thione as a result of a subsequent dehydration reaction.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"22 48","pages":"Pages 9353-9356"},"PeriodicalIF":2.8000,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A solvent-free and catalyst-free reaction of o-aminobenzophenone with aryl isothiocyanates: expedient access to congested 4-phenyl-4-hydroxyquinazolin-2-thione derivatives†\",\"authors\":\"Le Anh Nguyen , Thi Thu Tram Nguyen , Quoc Anh Ngo , Pascal Retailleau , Thanh Binh Nguyen\",\"doi\":\"10.1039/d4ob01452a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>An efficient method to construct 4-phenyl-4-hydroxyquinazolin-2-thiones <em>via</em> solvent-free and catalyst-free addition of <em>o</em>-aminobenzophenone with aryl isothiocyanates under thermal conditions has been developed, providing new congested 4-phenyl-4-hydroxyquinazolin-2-thiones in practically quantitative yields <em>via</em> simple purification by filtration/recrystallization. Extension of these conditions to <em>o</em>-aminoacetophenone in place of <em>o</em>-aminobenzophenone led to 4-methylenequinazoline-thione as a result of a subsequent dehydration reaction.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"22 48\",\"pages\":\"Pages 9353-9356\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2024-10-30\",\"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/S1477052024009510\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/10/28 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/S1477052024009510","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/28 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
A solvent-free and catalyst-free reaction of o-aminobenzophenone with aryl isothiocyanates: expedient access to congested 4-phenyl-4-hydroxyquinazolin-2-thione derivatives†
An efficient method to construct 4-phenyl-4-hydroxyquinazolin-2-thiones via solvent-free and catalyst-free addition of o-aminobenzophenone with aryl isothiocyanates under thermal conditions has been developed, providing new congested 4-phenyl-4-hydroxyquinazolin-2-thiones in practically quantitative yields via simple purification by filtration/recrystallization. Extension of these conditions to o-aminoacetophenone in place of o-aminobenzophenone led to 4-methylenequinazoline-thione as a result of a subsequent dehydration 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.