Cobalt-catalyzed directed : ortho-methylation of arenes with methyl tosylate

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 temperatu...

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Bibliographic Details
Main Authors: Sun, Qiao, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Online Access:https://hdl.handle.net/10356/139028
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Institution: Nanyang Technological University
Language: English
Description
Summary: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.