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Reactions de cyclisation de pentynyl-2 pyrimidones-4
Rougeot, Etienne,Moskowitz, Henri,Miocque, Marcel
, p. 1407 - 1409 (2007/10/02)
Acetylenic amidines HCC-(CH2)n-C(=NH)NH2 give, by condensation with β-ketoesters, pyrimidones substituted on carbon 2 by an acetylenic chain.Two types of evolution are observed when compounds are heated without any catalyst.The minor route is a cyclization by attack on a triple bond by the amidic nitrogen atom.The main reaction is a cycloaddition involving the non activated triple bond and an azadienic system, leading to non isolated tricyclic intermediates which retrocyclize to stable bicyclic compounds.
