Abstract
An efficient regioselective synthesis of novel azoles containing a trifluoromethyl moiety via the 1,3-dipolar cycloaddition reaction under microwave irradiation, using fluorine-containing building blocks methodology was achieved. Furthermore, these novel azoles scaffolds have been employed as the starting material in the synthesis of new azoloazines containing a trifluoromethyl group. An unambiguous structural assignment of the obtained regioisomers was determined using the 2D HMBC NMR techniques as a valuable tool.
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•Microwave assisted regioselective synthesis of novel azoles containing trifluoromethyl moiety.•The reaction was easily achieved under mild conditions in high yields and purity.•Study on the scope and regiochemistry of the reaction.•The protocol uses readily available enaminone as fluorine-containing building block.•HMBC NMR spectra of the products used to rationalize the observed regioselectivity.