{"title":"Nickel-catalyzed cyclization of alkynyl nitriles with isocyanide: An expedient way to the synthesis of polysubstituted pyrroles","authors":"Yanhao Yang , Zhao Gao , Bingwei Zhou","doi":"10.1016/j.tetlet.2024.155194","DOIUrl":null,"url":null,"abstract":"<div><p>We herein describe a nickel-catalyzed cascade cyclization of alkynyl nitriles with <em>tert</em>-butylisocyanide under simple reaction conditions. A couple of polysubstituted pyrroles were obtained in moderate yields and with excellent regioselectivity in some cases. The products from this protocol are synthetically useful since the parent pyrrole ring bears one free amino and two cyano groups which enable diverse late-stage transformations.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-07-09","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/S0040403924002892","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
We herein describe a nickel-catalyzed cascade cyclization of alkynyl nitriles with tert-butylisocyanide under simple reaction conditions. A couple of polysubstituted pyrroles were obtained in moderate yields and with excellent regioselectivity in some cases. The products from this protocol are synthetically useful since the parent pyrrole ring bears one free amino and two cyano groups which enable diverse late-stage transformations.
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.