Sustainable synthetic approaches using [C(16)Im][Oxa] as a flexible organocatalyst and DFT studies toward 3,4-dihydropyrimidinones and benzoxazines

YILDIRIM A., Kaya Y.

MONATSHEFTE FUR CHEMIE, vol.148, no.6, pp.1085-1094, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 148 Issue: 6
  • Publication Date: 2017
  • Doi Number: 10.1007/s00706-016-1894-4
  • Journal Name: MONATSHEFTE FUR CHEMIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1085-1094
  • Keywords: Mannich reaction, Biginelli reaction, Organocatalysis, Green chemistry, Quantum chemical calculations, ONE-POT SYNTHESIS, MULTICOMPONENT BIGINELLI REACTION, ACIDIC IONIC LIQUID, SOLVENT-FREE, EFFICIENT SYNTHESIS, PYRIMIDINONE DERIVATIVES, AROMATIC-ALDEHYDES, GREEN SYNTHESIS, CATALYST, DIHYDROPYRIMIDINONES
  • Bursa Uludag University Affiliated: Yes

Abstract

Easily accessible 1-hexadecyl-1H-imidazol-3-ium oxalate is highly efficient Bronsted type acidic catalyst for the selected multicomponent one-pot reactions. The short reaction times, easy workup procedures, and green metal-free conditions for the reactions make the protocols more advantageous. Further reactions proceeded smoothly in good to excellent yields with high purity. To investigate mechanism of the multicomponent reactions, DFT calculations were performed.