{"title":"Recyclable g-C3N4 catalyzed decarboxylative alkenylation of N-aryl glycines with vinyl sulfones under visible-light irradiation†","authors":"Chengjie Guo , Guozhi Zhao , Yabiao Feng , Dong Chen , Teck-Peng Loh , Dongping Wang , Zhenhua Jia","doi":"10.1039/d5qo00100e","DOIUrl":null,"url":null,"abstract":"<div><div>Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol for visible-light driven g-C<sub>3</sub>N<sub>4</sub>-catalyzed decarboxylative alkenylation of <em>N</em>-aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), and it demonstrated broad substrate compatibility, including primary, secondary, and tertiary <em>N</em>-aryl glycines and diverse vinyl sulfones. Notably, the g-C<sub>3</sub>N<sub>4</sub> catalyst is recyclable up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that visible light is essential to achieve the desired transformation efficiently.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2409-2414"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/qo/d5qo00100e?page=search","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925000749","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
Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol for visible-light driven g-C3N4-catalyzed decarboxylative alkenylation of N-aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), and it demonstrated broad substrate compatibility, including primary, secondary, and tertiary N-aryl glycines and diverse vinyl sulfones. Notably, the g-C3N4 catalyst is recyclable up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that visible light is essential to achieve the desired transformation efficiently.