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

Sharon E. Baillie, Victoria L. Blair, David C. Blakemore, Duncan Hay, Alan Kennedy, David C. Pryde, Eva Hevia

Research output: Contribution to journalArticle

33 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1985-1987
Number of pages3
JournalChemical Communications
Volume48
Issue number14
DOIs
Publication statusPublished - 2012

Keywords

  • functionalisation
  • pyrazine
  • dideprotozincation
  • nucleophilic alkylation

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