Rearrangement of 2??aminofuro [3, 2??b] pyridine??3??carboxylic esters

N Desideri, F Manna, ML Stein

Index: Desideri, Nicoletta; Manna, Fedele; Stein, Maria Luisa Journal of Heterocyclic Chemistry, 1981 , vol. 18, p. 1085 - 1087

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Citation Number: 3

Abstract

Abstract Ethyl 2-aminofuro [3, 2-b] pyridine-3-carboxylate rearranges with sodium ethoxide in ethanol to 2-oxo-3-cyano-2, 3-dihydro [3, 2-b] furopyridine; the corresponding p- nitrophenyl ester undergoes the same rearrangement by dilute aqueous sodium hydroxide. In the first case it was possible to isolate the labile intermediate, which was shown to be the hemiacetal of the above mentioned cyanolactone.