{"title":"N-Hetero cyclic carbene catalysis for facile access to Pentasubstituted 4-H Pyran derivatives","authors":"Xiaolin Peng, Yulin Wang, Yixian Huang, Sheng Zhang, Zhichao Jin, Shi-Chao Ren","doi":"10.1055/a-2253-4365","DOIUrl":null,"url":null,"abstract":"The synthesis of multi-substituted 4-H Pyrans derivatives has drawn considerable attention due to its wide application in agrochemicals, pharmaceuticals, and other functional molecules. Herein, we report an N-heterocyclic carbene (NHC)-catalyzed [3+3] annulation reactions between -ketone esters and enynals for quick access to penta-substituted 4-H Pyran derivatives via a regioselective activation of ynals. A series of 4-H Pyrans derivatives bearing various substituents were obtained in moderate to excellent yields. This method may find further applications in the synthesis of structurally diverse 4-H Pyrans derived functional molecules from readily available starting materials.","PeriodicalId":509029,"journal":{"name":"Synlett","volume":"37 11","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synlett","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2253-4365","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
The synthesis of multi-substituted 4-H Pyrans derivatives has drawn considerable attention due to its wide application in agrochemicals, pharmaceuticals, and other functional molecules. Herein, we report an N-heterocyclic carbene (NHC)-catalyzed [3+3] annulation reactions between -ketone esters and enynals for quick access to penta-substituted 4-H Pyran derivatives via a regioselective activation of ynals. A series of 4-H Pyrans derivatives bearing various substituents were obtained in moderate to excellent yields. This method may find further applications in the synthesis of structurally diverse 4-H Pyrans derived functional molecules from readily available starting materials.