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Communication | Special issue | Vol 30, No. 1, 1990, pp.359-362
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S67
High Pressure Diels-Alder Reaction of 1-Methyl-2(1H)-pyridones Having a Phenyl Group with N-Phenylmaleimide

Hiroshi Tomisawa,* Hiroto Nakano, and Hiroshi Hongo

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


Diels-Alder reaction of 1-methyl-2(1H)-pyridones (Ia-d) having a phenyl group at 3,4,5, and 6 position with N-phenylmaleimide (II) under 10 kbar at 110°C for 72 h gave a mixture of the endo and exo adducts (IIIa-d and IVa-d) in good yields, some of which were unobtainable under atmospheric pressure conditions.