Heterocycles 38. Biocatalytic Synthesis of New Heterocyclic Mannich Bases and Derivatives

Molecules. 2015 Jul 6;20(7):12300-13. doi: 10.3390/molecules200712300.

Abstract

This paper describes the biocatalytic synthesis of new Mannich bases containing various heterocyclic rings (thiazole, furane, thiophene, pyridine) by applying the lipase catalyzed trimolecular condensation of the corresponding heterocyclic aldehydes with acetone and primary aromatic amines, in mild and eco-friendly reaction conditions. The obtained Mannich bases were acylated to their corresponding N-acetyl derivatives. All compounds were characterized by 1H-NMR, 13C-NMR and MS spectrometry.

Keywords: Mannich reaction; biocatalytic promiscuity; heterocyclic compounds; lipase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon-13 Magnetic Resonance Spectroscopy
  • Heterocyclic Compounds / chemical synthesis*
  • Mannich Bases / chemical synthesis*
  • Mass Spectrometry
  • Proton Magnetic Resonance Spectroscopy

Substances

  • Heterocyclic Compounds
  • Mannich Bases