Studies on the rearrangement of ortho-nitrobenzylidenemalonates and their Analogues to 2-aminobenzoate derivatives

E Lewandowska, S Kinastowski…

Index: Lewandowska, Elzbieta; Kinastowski, Stefan; Wnuk, Stanislaw F. Canadian Journal of Chemistry, 2002 , vol. 80, # 2 p. 192 - 199

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Citation Number: 10

Abstract

Reaction of the diethyl 2-nitro-4-(trifluoromethyl) benzylidenemalonate with diethylamine in alcohols resulted in the reduction of the nitro group and the oxidation of the vinylic carbon attached to the phenyl ring. Simultaneous migration of the malonic fragment gave the appropriate 2-amino-4-(trifluoromethyl) benzoate esters. The presence of at least two nitro groups, or one nitro group and trifluoromethyl group on the phenyl ring, attached to the α- ...