Title:A Rapid One-step Synthesis of Isoflavanone Compounds Under Microwave Irradiation
Volume: 2
Issue: 2
Author(s): Timothy Dunn, Thuy Do, Nathan Johnson, Quintin Hauser, KC Russell and Lili Ma
Affiliation:
Keywords:
Alkyne, annulation, aromatase inhibitor, breast cancer, catalysis, chemical shifts, drug
discovery, gold catalysis, hydroxyaldehyde, isoflavanone, mechanism, medicinal chemistry, microwave irradiation, natural
products, nucldear maganetic resonance, reaction intermediate.
Abstract: A rapid one-step synthesis of isoflavanones from salicylaldehydes and alkynes in the presence
of gold(I) catalyst under microwave irradiation was developed. Various reaction conditions including
catalysts, solvents, reaction time and temperature were investigated. This reaction is compatible
with a variety of functional groups on salicylaldehydes or aromatic alkynes such as alkoxy, alkyl,
halogen, amino, thiophenyl and pyridyl groups. NMR spectroscopy was used to monitor the reaction
progress and to investigate the initial step in the mechanistic pathway.