Remote alkylation of N-(quinolin-8-yl)benzamides with alkyl bromides via ruthenium(ii)-catalyzed C–H bond activation†,Organic & Biomolecular Chemistry

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Remote alkylation of N-(quinolin-8-yl)benzamides with alkyl bromides via ruthenium(ii)-catalyzed C–H bond activation†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-04-10 00:00:00 , DOI: 10.1039/c8ob00581h
Arumugam Mariappan _{1,

2,

3,

4} , Krishna Mohan Das _{1,

2,

3,

4} , Masilamani Jeganmohan _{1,

2,

3,

4}

Affiliation

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.

中文翻译：

N-（喹啉-8-基）苯甲酰胺通过钌（ii）催化的C–H键活化与烷基溴的远程烷基化作用†

描述了钌（II）通过NH键活化N-（喹啉-8-基）苯甲酰胺与烷基溴的喹啉环的远程C-5烷基化反应。各种取代的N-（喹啉-8-基）苯甲酰胺与叔或仲或伯烷基溴反应，得到烷基化产物，产率高至中等。在此，钌催化的远程C-5烷基化是通过芳族CH键的活化来完成的，这是关键步骤。氘标记研究和机理研究已经证明了这一点。

更新日期：2018-04-10

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