U. Ralepelle , E.N. Agbo , K. Lekgau , H. Chauke , I. Cukrowski , W. Nxumalo
{"title":"Tin(II)-chloride (SnCl2) mediated reduction of α,β-alkynyl carbonyl compounds","authors":"U. Ralepelle , E.N. Agbo , K. Lekgau , H. Chauke , I. Cukrowski , W. Nxumalo","doi":"10.1016/j.tetlet.2025.155481","DOIUrl":null,"url":null,"abstract":"<div><div>An efficient Tin(II)-chloride (SnCl<sub>2</sub>) mediated reduction of α,β-alkynyl carbonyl compounds to their corresponding alkanes has been developed and reported. The developed method was optimized by varying parameters such as reaction time, temperature, and the equivalence of SnCl<sub>2</sub> using different solvents. The best reaction condition (80 % yield) involved 2.5 eq. of SnCl<sub>2</sub>, at 25 °C for 3 h in ethyl acetate. This method is applicable for the reduction of α,β-alkynyl carbonyl of quinoxaline, pyrimidine, pyrazine and pyridine.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"157 ","pages":"Article 155481"},"PeriodicalIF":1.5000,"publicationDate":"2025-01-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925000309","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An efficient Tin(II)-chloride (SnCl2) mediated reduction of α,β-alkynyl carbonyl compounds to their corresponding alkanes has been developed and reported. The developed method was optimized by varying parameters such as reaction time, temperature, and the equivalence of SnCl2 using different solvents. The best reaction condition (80 % yield) involved 2.5 eq. of SnCl2, at 25 °C for 3 h in ethyl acetate. This method is applicable for the reduction of α,β-alkynyl carbonyl of quinoxaline, pyrimidine, pyrazine and pyridine.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.