Syntheses of 1-trifluoromethyl-2-naphthalenols via a novel construction of the naphthalene nucleus

…, NA Abraham, F Bellini, K Sestanj

Index: Fung, Steven; Abraham, Nedumparambil A.; Bellini, Francesco; Sestanj, Kazimir Canadian Journal of Chemistry, 1983 , vol. 61, p. 368 - 371

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Citation Number: 7

Abstract

A relatively simple and efficient synthesis of the hitherto unknown 1-trifluoromethyl-2- naphthalenols is described. Easily accessible benzenoid precursors 6 and 7 were converted to the oximino-ketones 8 and 9 by nitrosation. A novel cyclization and hydrolysis afforded surprisingly stable hydroxytetralones 12 and 13 which in turn were aromatized to the naphthalenols 1 and 15.