201293-76-7Relevant academic research and scientific papers
Synthesis of δ-hetaryl-α,α-dicarbonylalkadienes and a study of their isomerization
Krasnaya,Burova,Bogdanov,Smirnova
, p. 410 - 422 (1997)
The reaction of β-hetarylacrolein and β-hetaryl-α-methylacroleins with esters of acetoacetic and malonic acids was studied. The structures of the products obtained were established using 1H and 13C NMR and UV spectroscopy. (E) and (Z) isomers of α,α-dicarbonylalkadienes, their mixtures with the corresponding 2H-pyrans or exclusively 2H-pyrans are formed depending on the substitution in the starting aldehyde and the ester used. 6-Methyl- and 3,6-dimethyl-5-carbalkoxy-2-(2-pyridyl)pyrans are converted upon heating to substituted 2-(pyrilidene)pyrans. 1997 Plenum Publishing Corporation.
Pd/Al2O3-catalysed redox isomerisation of allyl alcohol: Application in aldol condensation and oxidative heterocyclization reactions
Zsolnai, Dániel,Mayer, Péter,Szori, Kornél,London, Gábor
, p. 3814 - 3820 (2016/06/13)
The application of the Pd/Al2O3 catalyst in allyl alcohol isomerization and subsequent aldol condensation and heterocyclization reactions is described. The activity of Pd/Al2O3 in these transformations is suggested to be due to the participation of the Lewis acidic sites of the support in the activation of the alcohol towards oxidative dehydrogenation by the metal and subsequent hydride transfer. The resulting enol(ate)/aldehyde could undergo further reactions promoted by the acid-base properties of the support. In the aldol condensation reactions of the isomerization product, electron poor aromatic aldehydes and heteroaromatic aldehydes showed the highest activity, while aromatic aldehydes bearing electron donating substituents reacted after transformation to the corresponding N-tosyl imines. 1,2-Disubstituted aromatics gave heterocyclic products in one-pot multistep reaction sequences.
