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

Authors :: Baillie SE
Blair VL
Blakemore DC
Hay D
Kennedy AR
Pryde DC
Hevia E
Source :: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2012 Feb 14; Vol. 48 (14), pp. 1985-7. Date of Electronic Publication: 2012 Jan 11.
Publication Year :: 2012
Abstract: Comparing the reactivity of the related lithium zincates [(THF)LiZn(TMP)(t)Bu(2)] (1) and [(PMDETA)LiZn(t)Bu(3)] (2) towards pyrazine discloses two new bimetallic approaches for the selective 2,5-dideprotonation and room temperature C-H alkylation of this sensitive heterocycle.<br /> (This journal is © The Royal Society of Chemistry 2012)

Subjects :: Alkylation
Heterocyclic Compounds chemistry
Magnetic Resonance Spectroscopy
Molecular Conformation
Protons
Temperature
Lithium chemistry
Pyrazines chemistry
Zirconium chemistry

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