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Issue 26, 2017
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Regioselective magnesiation of N-heterocyclic molecules: securing insecure cyclic anions by a β-diketiminate-magnesium clamp

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Abstract

Using a specially designed magnesium metallating manifold, combining kinetically activated TMP amide base with a sterically amplified β-diketiminate ligand, this study has established a new regioselective strategy for magnesiation of challenging N-heterocyclic molecules. The broad scope of the approach is illustrated through reactions of pyrazine, triazoles and substituted pyridines by isolation and structural elucidation of their magnesiated intermediates.

Graphical abstract: Regioselective magnesiation of N-heterocyclic molecules: securing insecure cyclic anions by a β-diketiminate-magnesium clamp

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Article information


Submitted
05 Dec 2016
Accepted
05 Jan 2017
First published
09 Jan 2017

Chem. Commun., 2017,53, 3653-3656
Article type
Communication

Regioselective magnesiation of N-heterocyclic molecules: securing insecure cyclic anions by a β-diketiminate-magnesium clamp

L. Davin, R. McLellan, A. Hernán-Gómez, W. Clegg, A. R. Kennedy, M. Mertens, I. A. Stepek and E. Hevia, Chem. Commun., 2017, 53, 3653
DOI: 10.1039/C6CC09675A

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