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Issue 14, 2012

New lithium-zincate approaches for the selective functionalisation of pyrazine: direct dideprotozincation vs. nucleophilic alkylation

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Abstract

Comparing the reactivity of the related lithium zincates [(THF)LiZn(TMP)tBu2] (1) and [(PMDETA)LiZntBu3] (2) towards pyrazine discloses two new bimetallic approaches for the selective 2,5-dideprotonation and room temperature C–H alkylation of this sensitive heterocycle.

Graphical abstract: New lithium-zincate approaches for the selective functionalisation of pyrazine: direct dideprotozincation vs. nucleophilic alkylation

Supplementary files

Article information


Submitted
09 Nov 2011
Accepted
16 Dec 2011
First published
20 Dec 2011

Chem. Commun., 2012,48, 1985-1987
Article type
Communication

New lithium-zincate approaches for the selective functionalisation of pyrazine: direct dideprotozincation vs. nucleophilic alkylation

S. E. Baillie, V. L. Blair, D. C. Blakemore, D. Hay, A. R. Kennedy, D. C. Pryde and E. Hevia, Chem. Commun., 2012, 48, 1985 DOI: 10.1039/C2CC16959B

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