{"title":"通过顺序Ugi-4CR和亲核取代反应一锅合成3,4-二氢异喹啉-1(2H)- 1","authors":"Hong-Ling Pan, Han-Han Kong, Ming-Wu Ding","doi":"10.1016/j.tet.2025.134609","DOIUrl":null,"url":null,"abstract":"<div><div>A new one-pot preparation of 3,4-dihydroisoquinolin-1(2<em>H</em>)-ones by a sequential Ugi-4CR and nucleophilic substitution reaction has been developed. The reactions of readily available sulfonium salts, arylglyoxals, primary amines and isocyanides produced the 3,4-dihydroisoquinolin-1(2<em>H</em>)-ones in 48–86 % yields via a tandem Ugi condensation and intramolecular nucleophilic substitution at room temperature in the presence of NEt<sub>3</sub>.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"178 ","pages":"Article 134609"},"PeriodicalIF":2.1000,"publicationDate":"2025-03-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"One-pot synthesis of 3,4-dihydroisoquinolin-1(2H)-ones via a sequential Ugi-4CR and nucleophilic substitution reaction\",\"authors\":\"Hong-Ling Pan, Han-Han Kong, Ming-Wu Ding\",\"doi\":\"10.1016/j.tet.2025.134609\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A new one-pot preparation of 3,4-dihydroisoquinolin-1(2<em>H</em>)-ones by a sequential Ugi-4CR and nucleophilic substitution reaction has been developed. The reactions of readily available sulfonium salts, arylglyoxals, primary amines and isocyanides produced the 3,4-dihydroisoquinolin-1(2<em>H</em>)-ones in 48–86 % yields via a tandem Ugi condensation and intramolecular nucleophilic substitution at room temperature in the presence of NEt<sub>3</sub>.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"178 \",\"pages\":\"Article 134609\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2025-03-21\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402025001656\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025001656","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
One-pot synthesis of 3,4-dihydroisoquinolin-1(2H)-ones via a sequential Ugi-4CR and nucleophilic substitution reaction
A new one-pot preparation of 3,4-dihydroisoquinolin-1(2H)-ones by a sequential Ugi-4CR and nucleophilic substitution reaction has been developed. The reactions of readily available sulfonium salts, arylglyoxals, primary amines and isocyanides produced the 3,4-dihydroisoquinolin-1(2H)-ones in 48–86 % yields via a tandem Ugi condensation and intramolecular nucleophilic substitution at room temperature in the presence of NEt3.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.