Synthesis and kinetics of the cyclization of 3-(dialkylaminophenyl)-2- (phenylcarbonyl)-prop-2-enenitriles

Abstract

The reaction of ortho-(N,N-dialkylamino)benzaldehydes with benzoylacetonitrile gave fused 1,2,3,4-tetra-hydroquinolino-5-carbonitriles due to cyclization of the intermediate 2-(phenylcarbonyl)-3-[2-[(dialkyl-amino) phenyl]prop-2-enenitriles through a tert-amino effect mechanism. Kinetic studies were carried out on the cyclization of 2-(phenylcarbonyl)-3-[2-(piperidin-1-yl) phenyl]prop-2-enenitrile. © 2013 Springer Science+Business Media New York.