The Journal of Organic Chemistry

Regiospecific nucleophilic aromatic substitution: conjugate addition of active methylene compounds to quinone monoacetals and aromatization of the adducts

KA Parker, SK Kang

Index: Parker, Kathlyn A.; Kang, Suck-Ku Journal of Organic Chemistry, 1980 , vol. 45, # 7 p. 1218 - 1224

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Citation Number: 41

Abstract

Diethyl malonate adds to a variety of quinone monoacetals in a Michael reaction; acid- catalyzed loss of methanol and enolization converts the adducts to hydroquinone monoethers substituted ortho to the alkoxy substituent. The same sequence applied to ethyl acetoacetate results in substituted benzo-or naphthofurans.