The Journal of Organic Chemistry

Lead tetraacetate mediated oxidation of the enamides derived from 1-benzyl-3, 4-dihydroisoquinolines

GR Lenz, C Costanza

Index: Lenz, George R.; Costanza, Carl Journal of Organic Chemistry, 1988 , vol. 53, # 6 p. 1176 - 1183

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Citation Number: 27

Abstract

The products obtained from the lead tetraacetate (LTA) oxidation of N-acylbenzylidene isoquinoline enamides are a function of the type of carbonyl function in the enamide, the solvent, and the type of substitution on the benzylidene aromatic ring. The benzoyl enamides yield 2-P-acetoxy-substituted enamides. The ethoxycarbonyl enamides, containing electron-releasing substituents on the benzylidene ring, efficiently form ...