{"title":"Iodine promoted sulfenylation of pyrrolo[1,2-a]quinoxalines with sulfonyl hydrazides","authors":"Thuy T. Ca , Y.N. Dong , Tung T. Nguyen","doi":"10.1016/j.tetlet.2024.155186","DOIUrl":null,"url":null,"abstract":"<div><p>A method for transition-metal-free sulfenylation of pyrrolo[1,2-<em>a</em>]quinoxalines was developed. Selective functionalization of C1<img>H bonds was achieved via an electrophilic substitution with thiodiazonium adduct presumably derived from combination of sulfonyl hydrazides and molecular iodine. The conditions were well tolerated with a wide range of functionalities as well as heterocycles. Our method would offer a rare example for direct sulfenylation of C1<img>H bonds in pyrrolo[1,2-<em>a</em>]quinoxalines in the absence of transition metals or strong oxidants.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-07-07","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/S0040403924002818","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
A method for transition-metal-free sulfenylation of pyrrolo[1,2-a]quinoxalines was developed. Selective functionalization of C1H bonds was achieved via an electrophilic substitution with thiodiazonium adduct presumably derived from combination of sulfonyl hydrazides and molecular iodine. The conditions were well tolerated with a wide range of functionalities as well as heterocycles. Our method would offer a rare example for direct sulfenylation of C1H bonds in pyrrolo[1,2-a]quinoxalines in the absence of transition metals or strong oxidants.
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.