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Communication | Special issue | Vol 30, No. 1, 1990, pp.295-298
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S38
Novel Reaction of a Stable Selenanaphthalene, 1-Cyano-2-methyl-2-selenanaphthalene with Electrophiles

Mikio Hori,* Tadashi Kataoka, Hiroshi Shimizu, Kazuhiro Tsustsumi, and Mitsuhiro Yoshimatsu

*Department of Pharmacognosy, Gifu College of Pharmacy, 6-1 Mitahora-higashi 5-chome, Gifu 502-8585, Japan


Reactions of 1-cyano-2-methyl-2-selenanapgtharene (I) with dimethyl acetylenedicarboxylate gave benzocycloheptene derivatives, II and IV, and naphthalenedicarboxylate III, while olefinic electrophiles such as acrylonitrile, methyl acrylate, and methyl vinyl ketone reacted with I to afford the cyclopropane derivatives, XII and XIII.