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Type: Artigo de periódico
Title: Synthesis Of New Nitrogen-bridged Heterocycles. Reaction Of Pyridinium N-imines With Cyclopropenones
Author: Kascheres A.
Marchi Jr. D.
Rodrigues J.A.R.
Abstract: Pyridinium N-imine salts 3 and 5-8 reacted smoothly with methylphenylcyclopropenone (2) in methylene chloride in the presence of triethylamine at room temperature to give the corresponding 2-methyl-4-phenyl-3H-pyrido[1,2-b]pyridazin-3-ones 14-19 in fairly good yields. 4,4a-Dihydro intermediates 10-13 were isolated from the reactions of 3, 4, and 9. Reaction of 2 with 3 in methanol containing triethylamine afforded β-amino ester 22 in addition to 14. Dipropylcyclopropenone (24) did not react with pyridinium N-imine salts in methanol containing triethylamine at room temperature, but did furnish 2,4-dipropyl-3H-pyrido[1,2-b]pyridazin-3-ones 25-28 with 3 and 5-7 under reflux conditions. Possible mechanisms of this reaction are discussed. © 1978 American Chemical Society.
Rights: fechado
Identifier DOI: 
Date Issue: 1978
Appears in Collections:Unicamp - Artigos e Outros Documentos

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