Juanjuan Gao , Xinlei Fu , Xue Zhu , Shuqin Yu , LongHui Wu , Xinyuan Liao , Kai Yang , Yifan Cao
{"title":"HFIP-triggered C3-hydroalkylation of imidazo[1,2-a]pyridines with maleimides","authors":"Juanjuan Gao , Xinlei Fu , Xue Zhu , Shuqin Yu , LongHui Wu , Xinyuan Liao , Kai Yang , Yifan Cao","doi":"10.1016/j.tet.2025.134844","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, a facile HFIP-triggered C(sp<sup>2</sup>)-H hydroalkylation of imidazo[1,2-<em>a</em>]pyridines with maleimides via Michael addition process has been described. A series of C3-succinylated imidazo[1,2-<em>a</em>]pyridines were prepared in moderate to good yields in the absence of transition metals. The protocol was characterized by simple operation, a broad substrate scope, and scale-up synthesis. Furthermore, the synthesized target compounds also have the potential for further derivatization to obtain more biologically active compounds.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"185 ","pages":"Article 134844"},"PeriodicalIF":2.2000,"publicationDate":"2025-07-18","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/S0040402025004004","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, a facile HFIP-triggered C(sp2)-H hydroalkylation of imidazo[1,2-a]pyridines with maleimides via Michael addition process has been described. A series of C3-succinylated imidazo[1,2-a]pyridines were prepared in moderate to good yields in the absence of transition metals. The protocol was characterized by simple operation, a broad substrate scope, and scale-up synthesis. Furthermore, the synthesized target compounds also have the potential for further derivatization to obtain more biologically active compounds.
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.