Croatica Chemica Acta, Vol. 60 No. 4, 1987.
Original scientific paper
Synthesis of Pyridones and Dihydropyridines from Pyrylium Salts and Nitriles from Adimines
Hassan M. Faid-Allah
; Department of Chemistry, Faculty of Science, University of Alexandria, Egypt
Abstract
The 4,5,6-triphenyl-2-pyrone I was readily converted to the pyrylium salts II, which und er the influence of sodium ethoxide afforded the pyridones III. 4,5,6-Triphenylpyran-2-imine IVa, prepared from I ar Ila, was rearranged by sodium ethoxide to the isomeric 2-pyridone Ilia. Bromination of III yielded the 3-bromo- 12-pyridones V. Condensation of the aminopyridone VI with aldehydes afforded the aldimine derivatives VIn which on thermolysis formed the nitriles X and the pyridone IX. Reaction of the pyridine- 2-thiones XIV with benzyl chloride and ethyl chloroacetate afforded the chlorides XVI and XX, respectively. XX were readily converted to the dihydropyridines XXIII through the zwitterions XXI. Structures were confirmed by spectral data.
Keywords
Hrčak ID:
176399
URI
Publication date:
23.12.1987.
Visits: 606 *