Tetrahedron

… acid: A more effective and efficient reagent for the synthesis of 3-arylmethylene-3, 4-dihydro-1H-quinolin-2-ones and 3-arylmethyl-2-amino-quinolines from Baylis– …

R Pathak, S Madapa, S Batra

Index: Pathak, Richa; Madapa, Sudharshan; Batra, Sanjay Tetrahedron, 2007 , vol. 63, # 2 p. 451 - 460

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Citation Number: 46

Abstract

Trifluoroacetic acid has been discovered to be a highly effective and efficient reagent for the tandem Claisen rearrangement and cyclization reaction to yield 3-arylmethylene-3, 4- dihydro-1H-quinolin-2-ones from compounds obtained from the SN2 reaction between anilines and acetyl derivatives of Baylis–Hillman adducts of acrylates in the presence of DABCO. In contrast, similar compounds obtained from the acetyl derivatives of Baylis– ...