Synthesis of fused pyrido[2,3-d]pyrimidines by thermal isomerization of 4-amino-5-vinylpyrimidines

作者: Vicente Ojea , Isabel Muinelo , JoséMa Quintela

DOI: 10.1016/S0040-4020(97)10334-9

关键词: ChemistryBond formationYield (chemistry)Medicinal chemistryIsomerizationAromatizationHydrogen transferThermalOrganic chemistry

摘要: Abstract 4-dialkylamino-5-(2,2-dicyanovinyl)pyrimidines 4a-c react thermally in DMSO via [1,5] hydrogen transfer followed by carbon-carbon bond formation to yield fused pyrido[2,3- d ]pyrimidines 6a-c . 4-alkylarylamino-5-(2,2-dicyanovinyl)pyrimidines 5a-c lend themselves more readily thermal electrocyclic ring-closure aromatization, give tetracyclic 7a-c

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