Tin (IV) chloride-promoted synthesis of 4-aminopyridines and 4-aminoquinolines

AC Veronese, R Callegari, CF Morelli

Index: Veronese, Augusto C.; Callegari, Rosella; Morelli, Carlo F. Tetrahedron, 1995 , vol. 51, # 45 p. 12277 - 12284

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Citation Number: 59

Abstract

Ortho-aminobenzonitriles 1 react with β-ketoesters and alkyl malonates, in the presence of stoichiometric amounts of tin (IV) chloride, to give 4-aminoquinolines 2 and 4-amino-2- quinolones 3 respectively. Similarly β-enaminonitriles 7 afford 4-aminopyridines 8 and 4- amino-2-pyridones 9.