Synthesis 1990; 1990(1): 87-88
DOI: 10.1055/s-1990-26797
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The Condensation of Cyclic Anhydrides with Schiff Bases. A Convenient Synthesis of 1,4,6-Triaryl-5-carboxy-2-oxo-1,2-dihydropyridines and 2,3-Diaryl-4-carboxy-1-oxo-1,2-dihydroisoquinolines

M. S. Mayadeo* , S. J. Kulkarni, K. D. Deodhar
  • *Department of Chemistry, Ramnarain Ruia College, Matunga, Bombay 400 019, India
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Publication History

Publication Date:
17 September 2002 (online)

Condensation of Schiff bases of o-hydroxyarenecarboxaldehydes with 3-arylpentenedioic or homophthalic acid anhydrides was found to give 1,4,6-triaryl-5-carboxy-2-oxo-1,2-dihydropyridines and 2,3-Diaryl-4-carboxy-1-oxo-1,2-dihydroisoquinolines, respectively, instead of the expected tetrahydro products. The Schiff bases (used in excess) oxidize the intermediate tetrahydro products to the title compounds.