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Three-component ruthenium-catalyzed remote C–H functionalization of 8-aminoquinoline amides

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Abstract

Multicomponent reactions can efficiently construct complex molecular structures from simple precursors. Herein, a novel ruthenium-catalyzed three-component highly selective remote C–H functionalization of 8-aminoquinoline amides has been described. The reaction tolerates a wide range of functional groups, producing arylation/difluoroalkylation products of olefins with potential biological activity and pharmaceutical value. Radical scavenging and radical clock experiments show that a free radical process is involved and a H/D exchange experiment suggests that the reaction might involve ortho-C–H activation of the aromatic ring. A possible mechanism is proposed.

Graphical abstract: Three-component ruthenium-catalyzed remote C–H functionalization of 8-aminoquinoline amides

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Supplementary files

Article information


Submitted
12 Aug 2020
Accepted
15 Sep 2020
First published
16 Sep 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Three-component ruthenium-catalyzed remote C–H functionalization of 8-aminoquinoline amides

W. Shi, Y. Ding, C. Liu, N. Zheng, X. Gou, M. Li, Z. Zhang, H. Liu, Z. Niu and Y. Liang, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC05491G

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