ChemInform Abstract: Ethyl Esters of 2-(o-Aminoarylamino)-1-cyclohexenecarboxylic Acid.
Abstract
In the presence of catalytic amounts of HCl the reaction between ethyl 2-cyclohexanonecarboxylate (I) and the o-phenylenediamines (II) proceeds under very mild conditions to afford the title compounds (III) in high yields.
ChemInform Abstract
In the presence of catalytic amounts of HCl the reaction between ethyl 2-cyclohexanonecarboxylate (I) and the o-phenylenediamines (II) proceeds under very mild conditions to afford the title compounds (III) in high yields. These enamines readily undergo intramolecular cyclization to afford 1,5-benzodiazepines such as e.g. (IV). The reaction between the keto ester (I) and 4-nitro-o-phenylenediamine (V) yields mixtures of the enamine (VI) and the stable ketimine (VII). These reactions too proceed under very mild conditions. The products (VI) and (VII) are additionally characterized by their UV absorption spectra.