Competitive reactions of β-dicarbonyl and β-aminovinylcarbonyl compounds with aldehydes in the synthesis of hexahydroquinolines

Abstract

It was established that the previously found regularity in the formation of unsymmetrical 5-oxo-2,7,7-trimethyl-4-R'-3-R-1,4,5,6,7,8-hexahydroquinolines or symmetrical 3,3,6,6-tetramethyl-9-R'-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-diones from β-dicarbonyl and β-aminovinylcarbonyl compounds and an aldehyde, depending on the conditions, is also valid for acetylacetone and benzoylacetone. The competitive character of β-dicarbonyl and β-aminovinylcarbonyl compounds in the reaction was established. The order of formation of the hexahydroquinolines was determined.