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

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Baillie, Sharon E. and Blair, Victoria L. and Blakemore, David C. and Hay, Duncan and Kennedy, Alan and Pryde, David C. and Hevia, Eva (2012) New lithium-zincate approaches for the selective functionalisation of pyrazine: direct dideprotozincation vs. nucleophilic alkylation. Chemical Communications, 48 (14). pp. 1985-1987. ISSN 1359-7345 (https://doi.org/10.1039/c2cc16959b)

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Abstract

Comparing the reactivity of the related lithium zincates [(THF)LiZn(TMP)Bu-t(2)] (1) and [(PMDETA)(LiZnBu3)-Bu-t] (2) towards pyrazine discloses two new bimetallic approaches for the selective 2,5-dideprotonation and room temperature C-H alkylation of this sensitive heterocycle.

ORCID iDs

Baillie, Sharon E., Blair, Victoria L., Blakemore, David C., Hay, Duncan, Kennedy, Alan ORCID logoORCID: https://orcid.org/0000-0003-3652-6015, Pryde, David C. and Hevia, Eva ORCID logoORCID: https://orcid.org/0000-0002-3998-7506;
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