An Elegant Synthetic Route to 3-Cyano-5,6-dihydro-2-ethoxy-4-phenyl-pyrido[2,3-a]carbazoles

• Published in: Zeitschrift für Naturforschung. B, A journal of chemical sciences Vol. 59; no. 1; pp. 106 - 108
• Main Authors: Danish, Isravel A., Prasad, Karnam J. R.
• Format: Journal Article
• Language: English
• Published: Verlag der Zeitschrift für Naturforschung 01-01-2004
• Subjects: 1-Oxo-1,2,3,4-tetrahydrocarbazoles; 2-Benzylidene-1-oxo-1,2,3,4-tetrahydrocarbazoles; Aldol Condensation; Malononitrile; Sodium Hydride
• ISSN: 0932-0776; 1865-7117
• DOI: 10.1515/znb-2004-0115

2-Benzylidene-1-oxo-1,2,3,4-tetrahydrocarbazoles (1a - e) obtained from the corresponding 1- oxo-1,2,3,4-tetrahydrocarbazoles on reaction with malononitrile in dry benzene with sodium hydride afforded 3-cyano-5,6-dihydro-2-ethoxy-4-phenyl-pyrido[2,3-a]carbazoles (2a - e) in good yields. A plausible mechanism for the formation of the title compound has been proposed and all the compounds were characterised by IR, NMR, mass spectral methods and elemental analysis.