Tetrahedron

Cyclizations of phenylethyl-substituted pyridinecarboxaldehydes

RR Naredla, DA Klumpp

Index: Naredla, Rajasekhar Reddy; Klumpp, Douglas A. Tetrahedron, 2013 , vol. 69, # 9 p. 2137 - 2141

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Abstract

Several phenylethyl-substituted pyridinecarboxaldehydes were prepared from 2-bromo-3- pyridine-carboxaldehyde and these substances are found to undergo cyclization reactions in acidic media. In the absence of added nucleophile, acid-promoted cyclization and oxidation (MnO2) provide an efficient route to 10, 11-dihydro-5H-benzo [4, 5] cyclohepta [1, 2-b] pyridin-5-ones. Arene nucleophiles may also be added to the acidic mixture to ...

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