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Synthesis 1991; 1991(10): 889-890
DOI: 10.1055/s-1991-26602
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Cyclocondensation of α-Oxoketene N,S-Acetals with β-Lithioamino-β-Substituted Acrylonitriles: A Facile Route to 2,6-Substituted 4-Amino-3-cyanopyridines

Janagani Satyanarayana* , Hiriyakkanavar Ila, Hiriyakkanavar Junjappa
  • *Department of Chemistry, North-Eastern Hill University, Shillong 793 003, Meghalaya, India
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Publication Date:
29 April 2002 (online)

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A novel synthesis of a variety of 2,6-substituted and 3-cyano-4-dialkylamino-2,6-diheteroarylpyridines (4-dialkylamino≡pyrrolidin-1-yl, piperidino, morpholino, diethylamino and N-methylanilino; 6-heteroaryl≡phenyl, anisyl, 2-thienyl; 2-heteroaryl≡methyl, phenyl, 2-furyl and 2-thienyl) has been developed by the reaction of α-oxoketene N,S-acetals 1 with β-substituted β-lithioaminoacrylonitriles 2, generated in situ by either self condensation of lithioacetonitrile or by its reaction with substituted acetonitriles.