title: Manganese(III) acetate-mediated oxidative cyclization of a-methylstyrene and trans-stilbene with b-ketosulfones.
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.
authors.affiliation: Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Aix-Marseille Univ, CNRS, Institut de Chimie Radicalaire ICR, UMR 7273, 27 Bd Jean Moulin, CS 30064, 13385 Marseille Cedex 05, France.
authors.forename: Ahlem
authors.initials: A
authors.lastname: Bouhlel
authors.forename: Christophe
authors.initials: C
authors.lastname: Curti
authors.forename: Clémence
authors.initials: C
authors.lastname: Tabelé
authors.forename: Patrice
authors.initials: P
authors.lastname: Vanelle
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry; D000977:Antiparasitic Agents / Q000138:chemical synthesis / Q000737:chemistry; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D013267:Stilbenes / Q000737:chemistry; D013343:Styrenes / Q000737:chemistry*; D014965:X-Rays
chemical_list: D000085:Acetates; D000475:Alkenes; D000977:Antiparasitic Agents; D003521:Cyclopropanes; D005663:Furans; D009942:Organometallic Compounds; D013267:Stilbenes; D013343:Styrenes; C521134:manganese(III) acetate dihydrate; C027142:vinyltoluene