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Réactions de cyclisation de pentynyl-2 pyrimidones-4
Authors:Etienne Rougeot  Henri Moskowitz  Marcel Miocque
Abstract:Acetylenic amindines HC≈?C·(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.
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