Lewis acid-catalyzed enantioselective Friedel-Crafts reaction of pyrazole-4,5-diones with β-naphthol

Abstract

A series of pyrazolone derivatives bearing a tetrasubstituted chiral center were prepared by virtue of a Lewis acid-catalyzed Friedel-Crafts reaction, in which a chiral copper complex was employed as the catalyst. This reaction can be carried out smoothly under mild condition to afford the pyrazolone derivatives with high yields (up to 85%) and excellent enantioselectivities (up to 99%). In addition, the gram scale synthesis proved the practicality of this reaction. A series of pyrazolone derivatives bearing a tetrasubstituted chiral center were prepared by virtue of a Lewis acid-catalyzed Friedel-Crafts reaction, in which a chiral copper complexes was employed as the catalyst. This reaction can be carried out smoothly under mild condition to afford the pyrazolone derivatives with high yields (up to 85%) and excellent enantioselectivities (up to 99%).