{"title":"Catalyst-free [2 + 1] annulations of conjugated dienes and sulfur Ylides: Synthesis of cyclopropane derivatives","authors":"Qian Wang , Yue Wang , Er-Qing Li","doi":"10.1016/j.tet.2025.134584","DOIUrl":null,"url":null,"abstract":"<div><div>In this work, we report the [2 + 1] cycloaddition reaction between electron-deficient conjugated dienes and sulfur ylides under catalyst-free and base-free conditions. The method provides an efficient pathway for constructing cyclopropane frameworks. This protocol exhibits excellent regioselectivity, good yields, and broad functional group tolerance. Furthermore, the potential applications of this approach are demonstrated through gram-scale reactions and further synthetic transformations.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"177 ","pages":"Article 134584"},"PeriodicalIF":2.1000,"publicationDate":"2025-03-10","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/S0040402025001401","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
In this work, we report the [2 + 1] cycloaddition reaction between electron-deficient conjugated dienes and sulfur ylides under catalyst-free and base-free conditions. The method provides an efficient pathway for constructing cyclopropane frameworks. This protocol exhibits excellent regioselectivity, good yields, and broad functional group tolerance. Furthermore, the potential applications of this approach are demonstrated through gram-scale reactions and further synthetic transformations.
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.