Abstract
An efficient tandem Michael addition/aromatization/cyclization reaction of pyrazolones with α,β-unsaturated trifluoromethyl ketones is described. The notable features of this tandem process are its operational simplicity, easily accessible starting materials, and mild reaction conditions. The corresponding trifluoromethylated pyranopyrazoles were obtained in excellent yields (85–99%) with good to excellent diastereoselectivities (6:1–30:1). In addition, the stereochemical assignment of the major isomer by X-ray crystallographic analysis indicated that the trans-products were predominantly formed.
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