1,3-Dipolare Cycloadditionen von 2-(Benzonitrilio)-2-propanid mit 4,4-Dimethyl-2-phenyl-2-thiazolin-5-thion und Schwefelkohlenstoff

Abstract

1,3-Dipolar Cycloadditions of 2-(Benzonitrilio)-2-propanide with 4,4-Dimethyl-2-phenyl-2-thiazolin-5-thione and Carbon Disulfide Irradiation of 2,2-dimethyl-3-phenyl-2H-azirine (11) in the presence of 4,4- dimethyl-2-phenyl-2-thiazolin-5-thione (7) yields a mixture of the three (1:1)-adducts 8, 12 and 13 (Schemes 3 and 6). The formation of 8 and 12 can be explained by 1,3-dipolar cycloaddition of 2-(benzonitrilio)-2-propanide (1b) to the C, S-double bond of 7. Photochemical isomerization of 12 leads to the third isomer 13 (Schemes 3 Show more