钯（II）催化远端C？8-氨基喹啉酰胺的H功能化：三芳基甲烷衍生物的简易合成

IF 2.7 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-10-08 DOI:10.1002/ejoc.202500493

Anushka Rastogi, Mohit Kumar, Manoj Kumar Gangwar, Dipankar Koley

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引用次数: 0

摘要

本文报道了一种用对醌方法催化8-氨基喹啉衍生物的钯催化氧化远端C - H烷基化的直接方法。该方法实现了喹啉的选择性c5烷基化，并表现出与传统钯催化的sp2 C - H活化不同的位点选择性。该反应通过螯合诱导的C - H远程官能团化进行，广泛的喹啉胺类化合物成功地与对醌类化合物偶联，表现出良好的底物范围和官能团耐受性。初步的机理研究表明，可逆的C - H金属化步骤是催化循环的一部分。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium(II)-Catalyzed Distal C?H Functionalization of 8-Aminoquinolinamides: Facile Synthesis of Triarylmethane Derivatives

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Palladium(II)-Catalyzed Distal C?H Functionalization of 8-Aminoquinolinamides: Facile Synthesis of Triarylmethane Derivatives

Herein, a straightforward approach is reported for the palladium-catalyzed oxidative remote CH alkylation of 8-aminoquinoline derivatives using para-quinone methides. This method enables selective C5-alkylation of quinolines and exhibits a site-selectivity distinct from that typically observed in convetional palladium-catalyzed sp² CH activation. The reaction proceeds via chelation-induced remote CH functionalization, and a broad range of quinolinamides are successfully coupled with p-quinone methides, demonstrating excellent substrate scope and functional group tolerance. Preliminary mechanistic studies suggest a reversible CH metalation step as part of the catalytic cycle.

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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.