An efficient synthesis of new diphenyl-hexahydroquinoline-۳-carboxamide derivatives viaa fourcomponent cascade reaction

A straightforward method for producing oxoquinoline carboxamide derivatives is outlined, involvinga one-pot, multi-component reaction. This process utilizes enaminones generated from the addition ofcyclohexane-۱,۳-dione to various anilines, along with aromatic aldehydes and cyanoacetamide. The optimalreaction conditions were determined to be the use of EtOH/H۲O (۱:۱) as the solvent at ۸۰ °C, with piperidineas the catalyst. The reactions were found to be completed within ۵–۲۵ minutes, yielding good to high amountsof product (۷۴–۸۵%). This approach encompasses Michael reaction, imine-enamine tautomerization, andcyclization sequences. The identification of the products' structures was based on their IR, mass, ۱H NMR, and۱۳C NMR spectra. This method incorporates several important features such as simple operation under mildconditions, easy accessibility of reactants, straightforward workup procedure, high atom economy, and the useof ethanol/water as an environmentally friendly solvent

کلیدواژه ها:

Cyclohexane-۱ ، ۳-dione ، Anilines ، Aromatic aldehydes ، Cyanoacetamide