Collect. Czech. Chem. Commun.
1985, 50, 2260-2264
https://doi.org/10.1135/cccc19852260
Benzylidenemalonaldehydes: A redox reaction during the attempted cycloaddition on nitrosobenzene
Dalimil Dvořák, Miloš Buděšínský, David Šaman and Zdeněk Arnold
Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
Abstract
Reaction of p-chlorobenzylidenemalonaldehyde with nitrosobenzene represents a reduction-oxidation process leading to 2-formyl-3-anilino-3-(4-chlorophenyl)acrylic acid (III). The structure of the product, including two intramolecular hydrogen bonds, has been proved by analysis of the 1H and 13C NMR spectra of the acid III, its deuterated form and the methyl ester obtained by reaction with diazomethane.
