Alkylations and hydroxymethylations of pyrazines via green Minisci-type reactions

Org Lett. 2014 Jun 6;16(11):2787-9. doi: 10.1021/ol500776j. Epub 2014 May 13.

Abstract

A new general methodology utilizing Minisci-type chemistry has been developed that cleanly and efficiently prepares alkyl- and (hydroxymethyl)pyrazines. The new methods eliminate toxic catalysts and halogenated solvents, providing a greatly improved route to these natural products which are prevalent in many natural systems as bacterial volatiles, plant volatiles, and insect pheromones.

MeSH terms

  • Alkylation
  • Animals
  • Biological Products / chemistry
  • Catalysis
  • Insecta / chemistry
  • Molecular Structure
  • Pheromones / chemistry
  • Plants / chemistry
  • Pyrazines / chemistry*

Substances

  • Biological Products
  • Pheromones
  • Pyrazines