Issue 84, 2020

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 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

Supplementary files

Article information

Article type
Communication
Submitted
12 rugp. 2020
Accepted
15 rugs. 2020
First published
16 rugs. 2020

Chem. Commun., 2020,56, 12729-12732

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, 56, 12729 DOI: 10.1039/D0CC05491G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements