Journal of Heterocyclic Chemistry

(±)??2??Aryl??2, 3??dihydro??4 (1H)??quinolinones by a tandem reduction–Michael addition reaction

RA Bunce, B Nammalwar

Index: Bunce, Richard A.; Nammalwar, Baskar Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 3 p. 613 - 619

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Citation Number: 16

Abstract

Abstract An efficient synthesis of (±)-2-aryl-2, 3-dihydro-4 (1H)-quinolinones has been developed from chalcones prepared from 2′-nitroacetophenone and a series of substituted benzaldehydes. The cyclization sequence is initiated by reduction of the nitro group under dissolving metal conditions using iron powder in concentrated hydrochloric acid. Milder conditions, using acetic acid or acetic acid–phosphoric acid as the reaction medium, were ...

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