Action of Nitrogen and Carbon Nucleophiles on 6-Phenyl-3, 4-Dihydrocoumarin

M. A. Sayed, A. Y. Soliman, A. M. El-Gendy* and M. Mostafa

Chemistry Department, Faculty of Science, Ain Shams University, Cairo, Egypt.

ABSTRACT:

3,4-Dihydro coumarin (1) reacted with aromatic aldehydes to give 3- arylidene derivatives <2a-d). The reaction of (1) with alkyl and/or aryl magnesium halides afforded the corresponding Chroman derivatives ( 3a-f). The base catalysed addition of (1) to acrylonitrile yielded the Michael adduct (4). Also, (1) condensed with hydrazine hydrate, phenylhydrazine, semicarbazide and primary aromatic amines namely benzylamine, g-tolnidine, p_toluidine, oc-naphthylamine, 2-aminopyridine and/ or p-aminoazobenzene to give the corresponding N-(substituted)-2-quinolinone derivatives (6a-i) respectively. Also bromination of (1) has been described.

KEYWORDS:

Action; Nitrogen

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Copy the following to cite this article: Sayed M. A, Soliman A. Y, El-Gendy A. M, Mostafa M. Action of Nitrogen and Carbon Nucleophiles on 6-Phenyl-3, 4-Dihydrocoumarin. Orient J Chem 1987;3(2).

Copy the following to cite this URL: Sayed M. A, Soliman A. Y, El-Gendy A. M, Mostafa M. Action of Nitrogen and Carbon Nucleophiles on 6-Phenyl-3, 4-Dihydrocoumarin. Orient J Chem 1987;3(2). Available from: http://www.orientjchem.org/?p=42254