Synthesis of 3,5-Diarylcyclohex-2-enones by NH4Cl/HCl-Catalyzed Cyclization and Deacetylation of 4-Acetylhexane-1,5-diones


Gezegen H. , Ceylan M.

HELVETICA CHIMICA ACTA, vol.98, pp.253-259, 2015 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 98
  • Publication Date: 2015
  • Doi Number: 10.1002/hlca.201400168
  • Title of Journal : HELVETICA CHIMICA ACTA
  • Page Numbers: pp.253-259

Abstract

A new route for the synthesis of 3,5-diarylcyclohex-2-enones is reported. The 4-acetyl-1,3-diarylhexane- 1,5-diones were obtained by the addition of pentane-2,4-dione to chalcones. The reaction of 4-acetyl-1,3-diarylhexane-1,5-diones with NH4Cl/HCl in EtOH under reflux conditions gave the 3,5-diarylcyclohex- 2-enones in good yields. All synthesized compounds were characterized by spectroscopic methods (H-1-, C-13-NMR, and IR), and elemental analyses.