Reductive coupling reactions of 2-nitrochalcones and their β-hydroxy-analogues: New syntheses of 2-arylquinoline and 2-aryl-4-hydroxyquinoline derivatives

AI Barros, AFR Dias, AMS Silva

Index: Barros, Ana I.R.N.A.; Dias, Andre F. R.; Silva, Artur M. S. Monatshefte fur Chemie, 2007 , vol. 138, # 6 p. 585 - 594

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Citation Number: 12

Abstract

Summary. A one-pot synthesis of novel 2-arylquinolines and 2-aryl-4-hydroxyquinolines was developed from the intramolecular reductive coupling reactions of 2-nitrochalcones and 3- hydroxy-1-phenyl-3-(2-nitrophenyl)-2-propen-1-ones. Depending on the reduction method and on the presence of electron donating substituents on the A ring of 2-nitrochalcones one can modulate the formation of 2-arylquinolines, their N-oxides, and of 2-aminochalcones. ...