N - (But - 3 - en - 1 - yl)苯胺的电化学串联环化制备三氟甲基化四氢喹啉衍生物

IF 2.7 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-10-09 DOI:10.1002/ejoc.202500634

Hao Zhang, Xue Yang, YuXin Ding, Weike Su, Changjun Zhang, Yuanyuan Xie

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引用次数: 0

摘要

一种新的电化学级联策略可以通过三氟甲基化和N -（但- 3 - en - 1 -基）苯胺衍生物的C(sp2) - H官能化形成双C - - C键。该方案有效地构建结构多样的三氟甲基化四氢喹啉衍生物，收率中等至较高。它在温和的反应条件下运行，使用现成的底物，不需要金属催化剂，并且在一步中实现了两个C - C键的构建。详细的机理研究表明，连续的单电子转移（SET）过程触发了自由基级联反应。

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Electrochemical Tandem Cyclization of N‐(But‐3‐en‐1‐yl)Anilines to Access Trifluoromethylated Tetrahydroquinoline Derivatives

A novel electrochemical cascade strategy enables dual CC 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 CC bonds in a single step. Detailed mechanistic studies demonstrate that a sequential single‐electron transfer (SET) process triggers the radical cascade reaction.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

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.