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Remote alkylation of N-(quinolin-8-yl)benzamides with alkyl bromides via ruthenium(II)-catalyzed C–H bond activation

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Abstract

A ruthenium(II) catalyzed remote C-5 alkylation of the quinoline ring of N-(quinolin-8-yl)benzamides with alkyl bromides via C–H bond activation is described. Various substituted N-(quinolin-8-yl)benzamides reacted with tertiary or secondary or primary alkyl bromides giving the alkylated products in good to moderate yields. Herein, the ruthenium catalyzed remote C-5 alkylation is effected via aromatic C–H bond activation as a key step. It has been proved by the deuterium labelling studies and mechanistic investigations.

Graphical abstract: Remote alkylation of N-(quinolin-8-yl)benzamides with alkyl bromides via ruthenium(ii)-catalyzed C–H bond activation

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Publication details

The article was received on 08 Mar 2018, accepted on 05 Apr 2018 and first published on 10 Apr 2018


Article type: Paper
DOI: 10.1039/C8OB00581H
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Remote alkylation of N-(quinolin-8-yl)benzamides with alkyl bromides via ruthenium(II)-catalyzed C–H bond activation

    A. Mariappan, K. M. Das and M. Jeganmohan, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB00581H

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