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.
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.
Current Microwave Chemistry
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.
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Cite this article as:
Dunn Timothy, Do Thuy, Johnson Nathan, Hauser Quintin, Russell KC and Ma Lili, A Rapid One-step Synthesis of Isoflavanone Compounds Under Microwave Irradiation, Current Microwave Chemistry 2015; 2 (2) . https://dx.doi.org/10.2174/2213335602666141217222452
DOI https://dx.doi.org/10.2174/2213335602666141217222452 |
Print ISSN 2213-3356 |
Publisher Name Bentham Science Publisher |
Online ISSN 2213-3364 |
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