SYNTHESIS AND KINETICS OF THE CYCLIZATION OF 3-(DIALKYLAMINOPHENYL)-2-(PHENYLCARBONYL)-PROP-2-ENENITRILES
DOI:
https://doi.org/10.1007/149Keywords:
N, N-dialkyl-o-vinylanilines, 1, 2, 3, 4-tetrahydroquinolines, tert-amino effect, cyclization, reaction kinetics, stereoselectivityAbstract
The reaction of ortho-(N,N-dialkylamino)benzaldehydes with benzoylacetonitrile gave fused 1,2,3,4-tetrahydroquinolino-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.
Authors: A. Yu. Platonova, T. V. Glukhareva, O. A. Zimovets, O. S. El'tsov, and Yu. Yu. Morzherin
English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (5), pp 736-745