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Type: Artigo de periódico
Title: Reaction Of Diphenylcyclopropenone With 2-aminopyridines. Synthetic And Mechanistic Implications
Author: Kascheres A.
Rodrigues J.A.R.
Abstract: Diphenylcyclopropenone (1) reacts with 2-aminopyridines (2) in ether to produce cis-2,3-diphenylacrylamides (3) and insoluble cis-3,4-dihydro-3,4-diphenyl-2H-pyrido|1,2-a|pyrimidin-2-ones (4), which in chloroform solution readily rearrange to 3. In methanol, a slow reaction occurs, eventually forming 3 and 5, the stable trans isomers of 4. During shorter reaction times, mixtures of 3, 4, and 5 were observed. A lack of reactivity shown by aniline and 2-amino-6-methylpyridine suggests initial nucleophilic attack by the aminopyridine ring nitrogen on C-2 of the cyclopropenone. The mechanistic pathway of the reaction is discussed.
Rights: fechado
Identifier DOI: 
Date Issue: 1975
Appears in Collections:Unicamp - Artigos e Outros Documentos

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