Journal of heterocyclic chemistry

Synthesis and reactions of 3??aroyl derivatives of 4??hydroxy??2??quinolones and 4??hydroxycoumarin

T Kappe, B Schnell

Index: Kappe, Thomas; Schnell, Barbara Journal of Heterocyclic Chemistry, 1996 , vol. 33, # 3 p. 663 - 670

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Citation Number: 33

Abstract

Abstract 3-Aroyl-4-hydroxy-2-quinolones 4 and 11 can be synthesized starting with 1 or 9 via Fries rearrangement of the corresponding esters 3 and 10, catalyzed by potassium cyanide and 18-crown-6. A one pot procedure is presented in which the esters do not need to be isolated. Reduction of the aryl ketones 4 and 11 with zinc dust leads to the benzyl derivatives 5 and 12. Reaction of the aryl ketones 4 and 11 with hydroxylamine and ...