A facile synthesis of 7-halo-5H-indeno [1, 2-b] pyridines and-pyridin-5-ones

MT DuPriest, CL Schmidt, D Kuzmich…

Index: DuPriest, Mark T.; Schmidt, Charles L.; Kuzmich, Daniel; Williams, Stanly B Journal of Organic Chemistry, 1986 , vol. 51, # 11 p. 2021 - 2023

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Citation Number: 39

Abstract

The 2-aryl-3-methylpyridines 7a-c were obtained in good yield by the addition of the corresponding aryllithium to 2-fluoro-3-methylpyridine. Permanganate oxidation provided the 2-aryl-3-pyridinecarboxylic acids 8a-c which were cyclized to 5H-indeno [l, 2-b] pyridin-5- ones 6a-c in hot polyphosphoric acid. The 5H-indeno [1, 2-b] pyridines 5a-c were readily obtained from the ketones 6a-c by treatment with hydrazine in hot diethylene glycol.