Collect. Czech. Chem. Commun. 1993, 58, 869-881

Photochemical Transformations of 2,4,4,6-Tetraphenyl-4H-thiopyran-1,1-dioxide and Some Its para-Substituted Derivatives

Pavel Šebeka, Petr Sedmerab and Josef Kuthana

a Department of Organic Chemistry, Prague Institute of Chemical Technology, 168 28 Prague 6, Czech Republic
b Institute of Microbiology, Academy of Sciences of the Czech Republic, 142 20 Prague 4, Czech Republic


1,2,4,5-Tetrasubstituted cyclopentadienes VIa-VIf or phenanthrene derivative VIII, respectively, were obtained as the main photoproducts upon irradiation of sulfones Ia-If and II in acetonitrile, methanol or benzene. Bridged isomers Va-Vd were isolated from the reaction of Ia-Id carried out in acetonitrile. Probable course of the investigated photochemical transformations of 4H-thiopyran-1,1-dioxides is discussed.