Xinyu Zhang, Hui Wang, Lili Xie
Jul 26, 2021
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Journal
Chemistry, an Asian journal
Abstract
An efficient protocol for the synthesis of 5-aryl-6-(trifluoromethyl)-2,3-dihydropyrazolo[1,2- a ]pyrazol-1(5 H )-one derivatives through a copper-catalyzed [3 + 2]-cycloaddition of azomethine imines with 3,3,3-trifluoropropyne (generated in situ from dehydrobromination of 2-bromo-3,3,3-trifluoropropene under base conditions) is developed. The advantages of this transformation are the broad substrate scope and the good functional group compatibility. The subsequent oxidation and nucleophilic substitution/aromatization provide a new approach to 4-trifluoromethylated pyrazol-1-yl propanoic acids.