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Communication | Regular issue | Vol 36, No. 9, 1993, pp.1975-1978
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6442
The Diels-Alder Reaction of Pyridazinones as Dienophiles

Péter Mátyus,* Kaoru Fuji, and Kiyoshi Tanaka*

*Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan


The Diels-Alder reaction of 5-iodo- (1a) and 5-ethylsulfonyl-2-methyl-3(2H)-pyridazinone (1b) with 2,3-dimethyl-1,3-butadiene afforded phthalazinone (3) and dihydrophthalazinone (2) as isolable products, respectively. The cycloadditions are well interpreted by the theoretical considerations based on the calculated AM1 data.