Alkylation of 3,5-dichloro-2(1H)-pyrazinones using malonate esters

Nigam M. Mishra, Vsevolod A. Peshkov, Olga P. Pereshivko, Sachin G. Modha, Erik V. Van Der Eycken

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

An efficient base-promoted 3-alkylation of 3,5-dichloro-2(1H)-pyrazinones with various malonate esters is described. The method constitutes a simple example of a C-C bond forming process at the 3-position of the pyrazinone core allowing to attain 3-substituted pyrazinones in good to high yields. 3-Alkylation of 3,5-dichloro-2(1H)-pyrazinones with acetoacetic ester was accompanied by further retro-Claisen fragmentation.

Original languageEnglish
Pages (from-to)4676-4678
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number35
DOIs
Publication statusPublished - Aug 29 2012
Externally publishedYes

Keywords

  • 3,5-Dichloro-2(1H)-pyrazinones
  • Acetoacetic ester
  • Heterocycles
  • Malonate ester

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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