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Communication | Special issue | Vol 28, No. 1, 1989, pp.51-54
Published online, 1st January, 1970
DOI: 10.3987/COM-88-S20
A Synthesis of a New-type Heterocyclic Compound by Using Diels-Alder Reaction of 2-Methylene-1,2-dihydropyridine Derivative

Hiroshi Tomizawa,* Hiroto Nakano, and Hiroshi Hongo

*Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan


The Diels-Alder reaction of 2-dicyanomethylene-l,2-dihydropyridines having an active methylene group at the 1-position (Ia-d) with N-phenylmaleimide gave isoquinuclidine derivatives (IIa-d) which were treated with triethylamine to afford new-type heterocyclic ring system, 2-azatricyclo[,6]undecane derivatives (IIIa-d).