{"title":"无催化剂一锅三组分反应高效合成新型吡喃[3,2-e][1,2,4]三唑[1,5-a]嘧啶","authors":"Fatemeh Hamidi Dastjerdi, Abbas Ali Esmaeili","doi":"10.1016/j.tet.2025.134559","DOIUrl":null,"url":null,"abstract":"<div><div>An efficient, catalyst-free and eco-friendly synthesis of novel pyrano[3,2-<em>e</em>][1,2,4]triazolo[1,5-<em>a</em>]pyrimidines <em>via</em> cyclo-condensation of [1,2,4]triazolo[1,5-<em>a</em>]pyrimidine-5,7(4<em>H</em>,6<em>H</em>)-dione, aromatic aldehydes, and malononitrile has been described using ‘‘On-water” concept. The use of water as a clean media, catalyst-free conditions, excellent functional group acceptance, easier product isolation/purification without column chromatography, short reaction times, and good-to-excellent yields are the remarkable privileges of this protocol. Finally, <sup>1</sup>H, <sup>13</sup>C NMR, IR, mass spectra, and elemental analyses were conducted to determine the products’ structure.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"176 ","pages":"Article 134559"},"PeriodicalIF":2.1000,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Efficient on-water synthesis of novel pyrano[3,2-e][1,2,4]triazolo[1,5-a]pyrimidines via catalyst-free one-pot three-component reaction\",\"authors\":\"Fatemeh Hamidi Dastjerdi, Abbas Ali Esmaeili\",\"doi\":\"10.1016/j.tet.2025.134559\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>An efficient, catalyst-free and eco-friendly synthesis of novel pyrano[3,2-<em>e</em>][1,2,4]triazolo[1,5-<em>a</em>]pyrimidines <em>via</em> cyclo-condensation of [1,2,4]triazolo[1,5-<em>a</em>]pyrimidine-5,7(4<em>H</em>,6<em>H</em>)-dione, aromatic aldehydes, and malononitrile has been described using ‘‘On-water” concept. The use of water as a clean media, catalyst-free conditions, excellent functional group acceptance, easier product isolation/purification without column chromatography, short reaction times, and good-to-excellent yields are the remarkable privileges of this protocol. Finally, <sup>1</sup>H, <sup>13</sup>C NMR, IR, mass spectra, and elemental analyses were conducted to determine the products’ structure.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"176 \",\"pages\":\"Article 134559\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2025-05-01\",\"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/S0040402025001152\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/2/25 0:00:00\",\"PubModel\":\"Epub\",\"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/S0040402025001152","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/25 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Efficient on-water synthesis of novel pyrano[3,2-e][1,2,4]triazolo[1,5-a]pyrimidines via catalyst-free one-pot three-component reaction
An efficient, catalyst-free and eco-friendly synthesis of novel pyrano[3,2-e][1,2,4]triazolo[1,5-a]pyrimidines via cyclo-condensation of [1,2,4]triazolo[1,5-a]pyrimidine-5,7(4H,6H)-dione, aromatic aldehydes, and malononitrile has been described using ‘‘On-water” concept. The use of water as a clean media, catalyst-free conditions, excellent functional group acceptance, easier product isolation/purification without column chromatography, short reaction times, and good-to-excellent yields are the remarkable privileges of this protocol. Finally, 1H, 13C NMR, IR, mass spectra, and elemental analyses were conducted to determine the products’ structure.
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.