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Communication | Regular issue | Vol 45, No. 11, 1997, pp.2093-2095
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7933
Formation and Trapping of 1,2-Dimethyleneazulene

Kunihide Fujimori,* Kameji Yamane, Masafumi Yasunami, and Kahei Takase

*Department of Chemistry, Faculty of Science, Shinshu University, Asahi, Matsumoto 390-8621, Japan

Abstract

1,2-Dimethyleneazulenes, an o-xylylene type reactive intermediate, have been generated by the heating of 1,3-dihydroazuleno[1,2-c]thiophene dioxides. The reactive intermediates were efficiently trapped by dienophiles, such as N-phenylmaleimide and diethyl azodicarboxylate, to form [4+2] cycloaddition products in high yields.