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Molecules  2013 

Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones

DOI: 10.3390/molecules18044293

Keywords: manganese(III) acetate, dihydrofuran, radicals

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Abstract:

A convenient microwave irradiation protocol was utilized for the synthesis of b-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.

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