光氧化催化下通过自由基加成-环化级联合成 N-芳基 γ-内酰胺

Synthesis Pub Date : 2024-08-28 DOI:10.1055/a-2378-8663
Aznur Azim, Vidhul Vasudevan, Tanumoy Mandal, Suman De Sarkar
{"title":"光氧化催化下通过自由基加成-环化级联合成 N-芳基 γ-内酰胺","authors":"Aznur Azim, Vidhul Vasudevan, Tanumoy Mandal, Suman De Sarkar","doi":"10.1055/a-2378-8663","DOIUrl":null,"url":null,"abstract":"<p>A visible-light mediated one-pot synthesis of <i>N</i>-aryl γ-lactams is developed following a cascade radical addition/cyclization sequence. This transition metal-free approach proceeds efficiently at room temperature, employing an organic dye as the photocatalyst. Inexpensive <i>N</i>-arylglycines and acrylic acid derivatives were used as the starting materials and a vast array of diversely substituted <i>N</i>-aryl γ-lactams were synthesized in moderate to excellent yields. Detailed mechanistic experiments and comprehensive photophysical studies elucidated a plausible reaction mechanism.</p> ","PeriodicalId":501298,"journal":{"name":"Synthesis","volume":"7 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoredox-Catalyzed Synthesis of N-Aryl γ-Lactams via Radical Addition–Cyclization Cascade\",\"authors\":\"Aznur Azim, Vidhul Vasudevan, Tanumoy Mandal, Suman De Sarkar\",\"doi\":\"10.1055/a-2378-8663\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A visible-light mediated one-pot synthesis of <i>N</i>-aryl γ-lactams is developed following a cascade radical addition/cyclization sequence. This transition metal-free approach proceeds efficiently at room temperature, employing an organic dye as the photocatalyst. Inexpensive <i>N</i>-arylglycines and acrylic acid derivatives were used as the starting materials and a vast array of diversely substituted <i>N</i>-aryl γ-lactams were synthesized in moderate to excellent yields. Detailed mechanistic experiments and comprehensive photophysical studies elucidated a plausible reaction mechanism.</p> \",\"PeriodicalId\":501298,\"journal\":{\"name\":\"Synthesis\",\"volume\":\"7 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-08-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/a-2378-8663\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2378-8663","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

摘要

通过级联自由基加成/环化顺序,开发了一种可见光介导的 N-芳基 γ-内酰胺的一锅合成方法。这种不含过渡金属的方法采用有机染料作为光催化剂,可在室温下高效进行。该方法以价格低廉的 N-芳基甘氨酸和丙烯酸衍生物为起始原料,合成了大量不同取代度的 N-芳基 γ-内酰胺,产率从中等到极佳。详细的机理实验和全面的光物理研究阐明了合理的反应机理。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Photoredox-Catalyzed Synthesis of N-Aryl γ-Lactams via Radical Addition–Cyclization Cascade

Photoredox-Catalyzed Synthesis of N-Aryl γ-Lactams via Radical Addition–Cyclization Cascade

A visible-light mediated one-pot synthesis of N-aryl γ-lactams is developed following a cascade radical addition/cyclization sequence. This transition metal-free approach proceeds efficiently at room temperature, employing an organic dye as the photocatalyst. Inexpensive N-arylglycines and acrylic acid derivatives were used as the starting materials and a vast array of diversely substituted N-aryl γ-lactams were synthesized in moderate to excellent yields. Detailed mechanistic experiments and comprehensive photophysical studies elucidated a plausible reaction mechanism.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
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:481959085
Book学术官方微信