Cascade Synthesis of Thieno[2,3-b]pyridines by Using Intramolecular Cyclization Reactions of 3-Cyano-2-(organylmethylthio)pyridines

AUTOR(ES)

Alinaghizadeh, Fatemeh, Zahedifar, Mahboobeh, Seifi, Mohammad, Sheibani, Hassan

FONTE

J. Braz. Chem. Soc.

DATA DE PUBLICAÇÃO

2016-04

RESUMO

2-Amino-4-aryl-6-mercaptopyridine-3,5-dicarbonitriles as starting materials have been prepared by reducing of 2-amino-4-aryl-6-(phenylthio)pyridine-3,5-dicarbonitrile derivatives which were synthesized on stepwise one-pot three component reaction of malononitrile, aldehydes and thiophenol in the presence of base catalysts such as triethylamine, high surface area (HSA) MgO or nanocrystalline magnesium oxide. Alkylation of 2-amino-4-aryl-6-mercaptopyridine-3,5-dicarbonitriles with α-halogen compounds in presence of sodium alkoxide as base catalyst followed with cyclization afforded the thieno[2,3-b]pyridine derivatives in excellent yields and in a short reaction time.

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