Surprising and Highly Efficient Use of Methylmagnesium Chloride as a Non‐Nucleophilic Base in the Deprotonation and Alkylation of sp<sup>3</sup>Centres Adjacent to Nitriles

Gbadebo, Omolola; A. Smith, Dennis; Harnett, Ger; Donegan, Gregory; O’Leary, Patrick

doi:10.1002/ejoc.201801462

Public

Surprising and Highly Efficient Use of Methylmagnesium Chloride as a Non‐Nucleophilic Base in the Deprotonation and Alkylation of sp3Centres Adjacent to Nitriles

Published in European Journal of Organic Chemistry • Oct 19, 2018

Authors:

Omolola Gbadebo

Dennis A. Smith

Ger Harnett

Abstract

Methylmagnesium chloride (MeMgCl) is a key reagent in research and industry typically as a nucleophile. In this article we develop the use of MeMgCl as a non‐nucleophilic base in conjunction with catalytic amounts of an amine mediator. Specifically, we use the base to deprotonate α to a variety of n...

Subject

Chemistry

Deprotonation

Alkylation

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