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Enaminones as Building Blocks In Heterocyclic Synthesis: A New One Pot Synthesis of Polyfunctional Substituted Pyridines

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Enaminones as Building Blocks In Heterocyclic Synthesis:

A New One Pot Synthesis of Polyfunctional Substituted Pyridines

Samia Michel Agamy

a

, Mervat Mohammed Abdel-Khalik

a

, Mona Hassan Mohamed

b

, and Mohammed Hilmy Elnagdi

b

a Department of Chemistry, Girls College for Arts, Science and Education, Ain Shams University, Heliopolis, P. O. Box 11757, Cairo, A. R. Egypt

b Department of Chemistry, Faculty of Science, Cairo University, Giza, A. R. Egypt Reprint requests to Prof. Dr. M. H. Elnagdi. E-mail: Shelmy@access.com.eg Z. Naturforsch.56b,1074Ð1078 (2001); received March 17, 2001

Michael Addition, Acyl- and Aroylpyridines, Dihydropyridines

Enaminones react with a variety of active methyl and methylene reagents in presence of ammonium acetate to yield functionally substituted pyridines in good yields. The reaction proceededviainitial Michael addition across the double bond followed by cyclization. The reaction of enaminone with aromatic aldehyde in acetic acid/ammonium acetate afforded the dihydropyridine that was oxidized to the corresponding pyridine.

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