Cobalt-catalyzed directed ortho-methylation of arenes with methyl tosylate†,Organic Chemistry Frontiers

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Cobalt-catalyzed directed ortho-methylation of arenes with methyl tosylate†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2018-06-13 00:00:00 , DOI: 10.1039/c8qo00438b
Qiao Sun _{1,

2,

3,

4} , Naohiko Yoshikai _{1,

2,

3,

4}

Affiliation

A cobalt-catalyzed directed ortho C–H methylation reaction of arenes has been achieved using readily available methyl tosylate as a methylating agent. An in situ-generated cobalt–N-heterocyclic carbene catalyst in combination with neopentylmagnesium bromide promotes the methylation at room temperature. The reaction is applicable to various substrates bearing nitrogen directing groups such as N-aryl imine, N–H imine, and 2-pyridyl groups. The present protocol also allows for facile introduction of a trideuteriomethyl group into arenes.

中文翻译：

钴催化的甲苯磺酸甲酯对芳烃的邻位甲基化†

甲钴催化的定向邻位芳烃的C-H甲基化反应已经被使用容易获得的甲苯磺酸甲酯作为甲基化剂来实现。一个原位与新戊基溴化铵组合-生成钴- N-杂环卡宾催化剂促进在室温下的甲基化。该反应适用于带有氮引导基团的各种底物，例如N-芳基亚胺，NH亚胺和2-吡啶基。本方案还允许将三氘甲基甲基容易地引入芳烃中。

更新日期：2018-06-13

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