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Paper | Special issue | Vol 37, No. 1, 1994, pp.563-570
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S99
Novel Synthesis of Pyrido[3,4-d]pyrimidines, Pyrido[2,3-d]pyrimidines, and Quinazolines via Palladium-catalyzed Oxidative Coupling

Kosaku Hirota,* Hideki Kuki, and Yoshifumi Maki

*Gifu Pharmaceutical University, 6-1 Mitahora-higashi 5-chome, Gifu 502-8585, Japan

Abstract

Oxidative-coupling of 6-azavinyl(or vinyl)-1,3-dimethyluracil derivatives (1, 5, and 7) with electron-deficient olefins in the presence of palladium acetate led to the formation of the corresponding 6-substituted pyrido[3,4-d]pyrimidines (4), pyrido[2,3-d]pyrimidines (6), and quinazolines (8 and 9), respectively, via an intermediacy of azatriene.