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Paper | Regular issue | Vol 48, No. 12, 1998, pp.2521-2528
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8295
Synthesis of Pyrido[2,3-d]pyrimidines via Palladium-catalyzed Coupling Reaction Followed by Electrocyclic Reaction

Kee Yoon Rho, Joong Hyup Kim, Sung Hoon Kim, and Cheol Min Yoon*

*Department of Chemistry, College of Science and Technology, Korea University, Jochiwon, Choong-nam, 339-700, Korea

Abstract

Pyrido[2,3-d]pyrimidines (5a-h) were regioselectively synthesized by the reaction of 5-iodo-6-(dimethylaminomethylene)amino-1,3-dimethyluracil (3), which was prepared from the reaction of 6-amino-1,3-dimethyluracil with dimethylformamide dimethyl acetal followed by iodination, with various olefins (4a-h) in the presence of a catalytic amount of Pd(OAc)2, Cul, and K2CO3 in DMF at 100 °C.