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). ...
[Padwa, Albert; Dean, Dennis C.; Osterhout, Martin H.; Precedo, Laura; Semones, Mark A. Journal of Organic Chemistry, 1994 , vol. 59, # 18 p. 5347 - 5357]
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