{"title":"Electrochemical Tandem Cyclization of N‐(But‐3‐en‐1‐yl)Anilines to Access Trifluoromethylated Tetrahydroquinoline Derivatives","authors":"Hao Zhang, Xue Yang, YuXin Ding, Weike Su, Changjun Zhang, Yuanyuan Xie","doi":"10.1002/ejoc.202500634","DOIUrl":null,"url":null,"abstract":"A novel electrochemical cascade strategy enables dual CC bond formation through trifluoromethylation and C(sp<jats:sup>2</jats:sup>)‐H functionalization of <jats:italic>N</jats:italic>‐(but‐3‐en‐1‐yl)anilines derivatives. This protocol efficiently constructs structurally diverse trifluoromethylated tetrahydroquinoline derivatives in moderate to good yields. It operates under mild reaction conditions, uses readily available substrates, proceeds without metal catalysts, and achieves the construction of two CC bonds in a single step. Detailed mechanistic studies demonstrate that a sequential single‐electron transfer (SET) process triggers the radical cascade reaction.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"114 1","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202500634","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A novel electrochemical cascade strategy enables dual CC bond formation through trifluoromethylation and C(sp2)‐H functionalization of N‐(but‐3‐en‐1‐yl)anilines derivatives. This protocol efficiently constructs structurally diverse trifluoromethylated tetrahydroquinoline derivatives in moderate to good yields. It operates under mild reaction conditions, uses readily available substrates, proceeds without metal catalysts, and achieves the construction of two CC bonds in a single step. Detailed mechanistic studies demonstrate that a sequential single‐electron transfer (SET) process triggers the radical cascade reaction.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.