Metal-free, visible-light-driven multicomponent reactions of glycine derivatives with styrene and disulfide ether

Donghao Wang , Chenlu Zheng , Chao Shen , Min Wang , Jiabin Shen
{"title":"Metal-free, visible-light-driven multicomponent reactions of glycine derivatives with styrene and disulfide ether","authors":"Donghao Wang ,&nbsp;Chenlu Zheng ,&nbsp;Chao Shen ,&nbsp;Min Wang ,&nbsp;Jiabin Shen","doi":"10.1039/d6qo00317f","DOIUrl":null,"url":null,"abstract":"<div><div>α-Amino acids and their derivatives are prevalent structural motifs with universal applications in drug discovery. Herein, we report metal free, visible-light-driven multicomponent reactions of glycine derivatives with styrene and disulfide ether. This protocol features mild and green conditions, appreciable functional group tolerance, and broad substrate scope, thus providing a sustainable and practical strategy to access synthetically valuable chalcogenated α-amino acid derivatives and peptide derivatives. Mechanistic investigations showed that an imine might be the key intermediate of this transformation.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"13 11","pages":"Pages 3468-3474"},"PeriodicalIF":0.0000,"publicationDate":"2026-06-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","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/S2052412926001774","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/4/18 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

Abstract

α-Amino acids and their derivatives are prevalent structural motifs with universal applications in drug discovery. Herein, we report metal free, visible-light-driven multicomponent reactions of glycine derivatives with styrene and disulfide ether. This protocol features mild and green conditions, appreciable functional group tolerance, and broad substrate scope, thus providing a sustainable and practical strategy to access synthetically valuable chalcogenated α-amino acid derivatives and peptide derivatives. Mechanistic investigations showed that an imine might be the key intermediate of this transformation.

Abstract Image

甘氨酸衍生物与苯乙烯和二硫醚的无金属、可见光驱动多组分反应
α-氨基酸及其衍生物是普遍存在的结构基序,在药物发现中有着广泛的应用。本文报道了甘氨酸衍生物与苯乙烯和二硫醚的无金属、可见光驱动的多组分反应。该方案具有温和和绿色的条件,良好的官能团耐受性和广泛的底物范围,从而为获得合成有价值的硫代α-氨基酸衍生物和肽衍生物提供了可持续和实用的策略。机理研究表明亚胺可能是这种转化的关键中间体。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
7.80
自引率
0.00%
发文量
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信
小红书