Journal of heterocyclic chemistry

Furopyridines. XVII. Cyanation, chlorination and nitration of furo [3, 2??b] pyridine N??oxide

S Shiotani, K Taniguchi

Index: Shiotani, Shunsaku; Taniguchi, Katsunori Journal of Heterocyclic Chemistry, 1996 , vol. 33, # 4 p. 1051 - 1056

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Citation Number: 11

Abstract

Abstract The N-oxide 2 of furo [3, 2-b] pyridine (1) was cyanated by the Reissert-Henze reaction with potassium cyanide and benzoyl chloride to give 5-cyano derivative 3, which was converted to the carboxamide 4, carboxylic acid 5, ethyl ester 6 and ethyl imidate 8. Chlorination of 2 with phosphorus oxychloride yielded 2-9a, 3-9b, 5-9c and 7-chloro derivative 9d. Reaction of 9d with sodium methoxide, pyrrolidine, N, N-dimethylformamide ...