88499-78-9Relevant academic research and scientific papers
Synthesis of annulated pyridines by intramolecular inverse-electron-demand hetero-diels-alder reaction under superheated continuous flow conditions
Martin, Rainer E.,Morawitz, Falk,Kuratli, Christoph,Alker, Andre M.,Alanine, Alexander I.
supporting information; experimental part, p. 47 - 52 (2012/01/14)
Pyrimidine alkynes can be transformed into the corresponding annulated pyridines efficiently in flow. The superheating of organic solvents far beyond their boiling point enables toxic and difficult to workup solvents such as nitrobenzene or chlorobenzene,
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.
