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Nitrogen-Doped Carbon Supported Nanocobalt Catalyst for Hydrogen-Transfer Dearomative Coupling of Quinolinium Salts and Tetrahydroquinolines

Shengting Xu, Zechun Cai, Chuyi Liao, Jianyi Shi, Tingting Wen, Feng Xie, Zhongzhi Zhu, Xiuwen Chen

2022Organic Letters21 citationsDOI

Abstract

A nitrogen-doped carbon supported nanocobalt catalyst was developed and successfully applied for the hydrogen-transfer coupling of quinolinium salts and tetrahydroquinoline compounds. The selective coupling of the C6 sites of tetrahydroquinolines (THQs) with the α sites of quinoline salts generated a series of 2-substituted N-alkyl-tetrahydroquinolines. This catalytic conversion method, which can be employed to synthesize various functionalized tetrahydroquinolines, has several advantages that include excellent hydrogen transfer selectivity, a reusable and inexpensive catalyst, and environmental friendliness.

Topics & Concepts

ChemistryCatalysisQuinolineAlkylHydrogenCombinatorial chemistryCarbon fibersSelectivityNitrogenOrganic chemistryMaterials scienceComposite numberComposite materialAsymmetric Hydrogenation and CatalysisNanomaterials for catalytic reactionsCatalytic C–H Functionalization Methods
Nitrogen-Doped Carbon Supported Nanocobalt Catalyst for Hydrogen-Transfer Dearomative Coupling of Quinolinium Salts and Tetrahydroquinolines | Litcius