Wen Qin , Lingmeng Xie , Jingru Zou , Xingang Xie , Xing Huo
{"title":"用分子I2催化Gröbcke-Blackburn-Bienaymé反应合成磷酰咪唑[1,2-a]吡啶","authors":"Wen Qin , Lingmeng Xie , Jingru Zou , Xingang Xie , Xing Huo","doi":"10.1016/j.tet.2025.134864","DOIUrl":null,"url":null,"abstract":"<div><div>Phosphoryl-substituted imidazo[1,2-<em>a</em>]pyridines were efficiently synthesized via iodine-catalyzed Groebke-Blackburn-Bienaymé (GBB) three-component reaction, using phosphonate/phosphine oxide-substituted aldehydes, 2-aminopyridines and isocyanides. This reaction proceeds in green solvent ethanol, with yields up to 89 %, and advantages of mild conditions, broad compatibility and high atom economy. Derivative transformations and multigram scalability highlight its utility.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"185 ","pages":"Article 134864"},"PeriodicalIF":2.2000,"publicationDate":"2025-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of phosphoryl imidazo[1,2-a]pyridines enabled by a molecular I2 catalyzed Gröbcke-Blackburn-Bienaymé reaction\",\"authors\":\"Wen Qin , Lingmeng Xie , Jingru Zou , Xingang Xie , Xing Huo\",\"doi\":\"10.1016/j.tet.2025.134864\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Phosphoryl-substituted imidazo[1,2-<em>a</em>]pyridines were efficiently synthesized via iodine-catalyzed Groebke-Blackburn-Bienaymé (GBB) three-component reaction, using phosphonate/phosphine oxide-substituted aldehydes, 2-aminopyridines and isocyanides. This reaction proceeds in green solvent ethanol, with yields up to 89 %, and advantages of mild conditions, broad compatibility and high atom economy. Derivative transformations and multigram scalability highlight its utility.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"185 \",\"pages\":\"Article 134864\"},\"PeriodicalIF\":2.2000,\"publicationDate\":\"2025-07-25\",\"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/S004040202500420X\",\"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/S004040202500420X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis of phosphoryl imidazo[1,2-a]pyridines enabled by a molecular I2 catalyzed Gröbcke-Blackburn-Bienaymé reaction
Phosphoryl-substituted imidazo[1,2-a]pyridines were efficiently synthesized via iodine-catalyzed Groebke-Blackburn-Bienaymé (GBB) three-component reaction, using phosphonate/phosphine oxide-substituted aldehydes, 2-aminopyridines and isocyanides. This reaction proceeds in green solvent ethanol, with yields up to 89 %, and advantages of mild conditions, broad compatibility and high atom economy. Derivative transformations and multigram scalability highlight its utility.
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.