{"title":"Photoinduced EDA Complex‐Enabled Radical Alkylation/Cyclization Reaction of N‐Arylacrylamides with Katritzky Salts","authors":"Shun‐Dan Li, Jian‐Hong Fan, Xin‐Ke Yuan, Ao‐Yun Li, Mei‐Jin Gao, Fei Luo, Peng‐Fei Huang, Long‐Jin Zhong, Yu Liu","doi":"10.1002/adsc.70109","DOIUrl":null,"url":null,"abstract":"As important structural motifs among <jats:italic>N</jats:italic>‐heterocycles, phenanthridines are ubiquitous in significant functional compounds. Herein, a visible‐light‐mediated radical alkylation/cyclization reaction between <jats:italic>N</jats:italic>‐Arylacrylamides and Katritzky salts for the efficient construction of phenanthridines under mild conditions is reported. Triggered by photoexcitation of electron donor–acceptor complexes formed between salts and <jats:italic>N, N</jats:italic>‐diisopropylethylamine, this strategy circumvents the requirement for photocatalysts and transition‐metal catalysts. A series of phenanthridine derivatives are smoothly synthesized in up to 86% yield, demonstrating excellent functional group compatibility.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"37 1","pages":""},"PeriodicalIF":4.0000,"publicationDate":"2025-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/adsc.70109","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
As important structural motifs among N‐heterocycles, phenanthridines are ubiquitous in significant functional compounds. Herein, a visible‐light‐mediated radical alkylation/cyclization reaction between N‐Arylacrylamides and Katritzky salts for the efficient construction of phenanthridines under mild conditions is reported. Triggered by photoexcitation of electron donor–acceptor complexes formed between salts and N, N‐diisopropylethylamine, this strategy circumvents the requirement for photocatalysts and transition‐metal catalysts. A series of phenanthridine derivatives are smoothly synthesized in up to 86% yield, demonstrating excellent functional group compatibility.
菲菲啶是N杂环中重要的结构基序,在重要的功能化合物中普遍存在。本文报道了一种可见光介导的N -芳基丙烯酰胺和Katritzky盐之间的自由基烷基化/环化反应,在温和的条件下高效地构建了菲咯啶。该策略由盐和N, N -二异丙基乙胺之间形成的电子供体-受体配合物的光激发引发,绕过了对光催化剂和过渡金属催化剂的要求。以86%的收率顺利合成了一系列菲咯啶衍生物,并证明了良好的官能团相容性。
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.