Volume 21, Issue 12
Isocyclic Compounds
Full Access

ChemInform Abstract: Ethyl Esters of 2-(o-Aminoarylamino)-1-cyclohexenecarboxylic Acid.

L. V. SOBOL'

L. V. SOBOL'

Lab. Chim. Coord. CNRS, Univ. P. Sabatier, Inst. Natl. Polytechn., 31077 Toulouse, France

Search for more papers by this author
M. P. KHMEL'

M. P. KHMEL'

Lab. Chim. Coord. CNRS, Univ. P. Sabatier, Inst. Natl. Polytechn., 31077 Toulouse, France

Search for more papers by this author
Z. F. SOLOMKO

Z. F. SOLOMKO

Lab. Chim. Coord. CNRS, Univ. P. Sabatier, Inst. Natl. Polytechn., 31077 Toulouse, France

Search for more papers by this author
A. A. GAPONOV

A. A. GAPONOV

Lab. Chim. Coord. CNRS, Univ. P. Sabatier, Inst. Natl. Polytechn., 31077 Toulouse, France

Search for more papers by this author
V. I. AVRAMENKO

V. I. AVRAMENKO

Lab. Chim. Coord. CNRS, Univ. P. Sabatier, Inst. Natl. Polytechn., 31077 Toulouse, France

Search for more papers by this author
First published: March 20, 1990

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.

    The full text of this article hosted at iucr.org is unavailable due to technical difficulties.