102080-86-4Relevant articles and documents
TMSOTf-catalyzed synthesis of trisubstituted imidazoles using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions
Asressu, Kesatebrhan Haile,Chan, Chieh-Kai,Wang, Cheng-Chung
, p. 28061 - 28071 (2021/09/15)
In the process of drug discovery and development, an efficient and expedient synthetic method for imidazole-based small molecules from commercially available and cheap starting materials has great significance. Herein, we developed a TMSOTf-catalyzed synthesis of trisubstituted imidazoles through the reaction of 1,2-diketones and aldehydes using hexamethyldisilazane as a nitrogen source under microwave heating and solvent-free conditions. The chemical structures of representative trisubstituted imidazoles were confirmed using X-ray single-crystal diffraction analysis. This synthetic method has several advantages including the involvement of mild Lewis acid, being metal- and additive-free, wide substrate scope with good to excellent yields and short reaction time. Furthermore, we demonstrate the application of the methodology in the synthesis of biologically active imidazole-based drugs.
REACTION OF HYDROXYMETHYL ARYL KETONES WITH AROMATIC HYDROCARBONS
Bal'on, Ya. G.,Smirnov, V. A.
, p. 1712 - 1715 (2007/10/02)
The readily obtainable products from the condensation of arylglyoxals with carboxamides react with benzene and its analogs in the presence of concentrated sulfuric acid or phosphorus pentoxide in trifluoroacetic acid with the formation of arylmethyl aryl ketones, which are used for the synthesis of substituted azoles.
