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Three-Component Ruthenium-catalyzed Remote C-H Functionalization of 8-aminoquinoline amides

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 function group, producing arylation/difluoroalkylation products of olefins with potential biological activity and pharmaceutical value. Radical scavenging experiment and radical clock experiment show a free radical process is involved and H/D Exchange experiment suggests that the reaction might involve ortho-C−H activation of the aromatic ring. Possible mechanism is proposed.

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Supplementary files

Article information


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

Chem. Commun., 2020, Accepted Manuscript
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, Accepted Manuscript , DOI: 10.1039/D0CC05491G

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