Journal of heterocyclic chemistry

Furopyridines. III. A new synthesis of furo [3, 2??b] pyridine

S Shiotani, H Morita

Index: Shiotani, Shunsaku; Morita, Hiroyuki Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 3 p. 665 - 668

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Citation Number: 11

Abstract

Abstract A convenient synthesis of furo [3, 2-b] pyridine and its 2-and 3-methyl derivatives from ethyl 3-hydroxypiconate (1) is described. The hydroxy ester 1 was O-alkylated with ethyl bromoacetate or ethyl 2-bromopropionate to give the diester 2a or 2b. Cyclization of compound 2a afforded ethyl 3-hydroxyfuro [3, 2-b] pyridine-2-carboxylate (3) which in turn was hydrolyzed and decarboxylated to give furo [3, 2-b] pyridin-3-(2H)-one (4a). ...