Visible Light-Promoted Cascade Sulfonylation-Cyclization-Aromatization of Tertiary Enamides to Access Multi-Substituted Pyridines and 1,2-Dihydropyridines
Xin-Ming Xu, Jiping Wang, Sen Chen, Xiaoxu Chen, Jinchun Chen, Qian Liu, Zu-Li Wang, Miao Tian, Kai Sun
{"title":"Visible Light-Promoted Cascade Sulfonylation-Cyclization-Aromatization of Tertiary Enamides to Access Multi-Substituted Pyridines and 1,2-Dihydropyridines","authors":"Xin-Ming Xu, Jiping Wang, Sen Chen, Xiaoxu Chen, Jinchun Chen, Qian Liu, Zu-Li Wang, Miao Tian, Kai Sun","doi":"10.1002/adsc.202401516","DOIUrl":null,"url":null,"abstract":"<p>Functionalized pyridines and 1,2-dihydropyridines are crucial organic entities in natural products, organic materials, drugs and catalysts. Despite progress, a facile and eco-friendly synthesis remains desirable so far. In this context, we disclose a novel visible light-promoted radical cascade sulfonylation-cyclization-aromatization of <i>N</i>-propargyl enamides with selenosulfonates. This approach avoids the use of metal- or photocatalyst, bases and external oxidants, marking a significant advance in sustainable and green chemistry accords. Utilizing this protocol, we successfully synthesized a diverse range of sulfonated 1,2-dihydropyridines and pyridines, featuring good functional group compatibility, simple operation and mild condition.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 8","pages":""},"PeriodicalIF":4.0000,"publicationDate":"2025-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202401516","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
Functionalized pyridines and 1,2-dihydropyridines are crucial organic entities in natural products, organic materials, drugs and catalysts. Despite progress, a facile and eco-friendly synthesis remains desirable so far. In this context, we disclose a novel visible light-promoted radical cascade sulfonylation-cyclization-aromatization of N-propargyl enamides with selenosulfonates. This approach avoids the use of metal- or photocatalyst, bases and external oxidants, marking a significant advance in sustainable and green chemistry accords. Utilizing this protocol, we successfully synthesized a diverse range of sulfonated 1,2-dihydropyridines and pyridines, featuring good functional group compatibility, simple operation and mild condition.
期刊介绍：
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
