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

Lookup NU author(s): Emeritus Professor Bill CleggORCiD

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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.

Publication metadata

Author(s): Davin L, McLellan R, Hernan-Gomez A, Clegg W, Kennedy AR, Mertens M, Stepek IA, Hevia E

Publication type: Article

Publication status: Published

Journal: Chemical Communications

Year: 2017

Volume: 53

Issue: 26

Pages: 3653-3656

Print publication date: 04/04/2017

Online publication date: 09/01/2017

Acceptance date: 05/01/2017

Date deposited: 16/01/2017

ISSN (print): 1359-7345

ISSN (electronic): 1364-548X

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/C6CC09675A

DOI: 10.1039/C6CC09675A

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