Manganese(III) acetate-mediated oxidative cyclization of α-methylstyrene and trans-stilbene with β-ketosulfones

Abstract

A convenient microwave irradiation protocol was utilized for the synthesis of β-ketosulfones 1-5 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)3. Dihydrofurans 6-10 were obtained in moderate to good yields starting from 1,1-disubstituted alkenes. Dihydrofurans 11-15 were synthesized in moderate yields and unexpected cyclopropanes 16-19 were obtained in low yields starting from 1,2-disubstituted alkenes. This protocol offers access to various dihydrofurans which could be tested for their antiparasitic potential. © 2013 by the authors.