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Communication | Regular issue | Vol 14, No. 4, 1980, pp.423-428
Published online, 1st January, 1970
DOI: 10.3987/R-1980-04-0423
Reactions of Strained 1,2,5-Oxadiazoles of Thianorbornane Series with Olefins and Unsymmetrical Acetylenes

Otohiko Tsuge* and Toshiaki Takata

*Research Institute of Industrial Science, Faculty of Engineering, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan

Abstract

The strained 1,2,5-oxadiazoles of thianorbornane series, which were obtained from diphenylthieno[3,4-c]-1,2,5-oxadiazole containing tetravalent sulfur and N-phenylmaleimide, reacted with olefins and unsymmetrical acetylenes in refluxing xylene to give the corresponding isoxazoline and isoxazole derivatives arising from cycloadditions of olefins and acetylenes to the nitrile oxide moieties generated from the strained oxadiazoles.