Oxidative Cyclization of 4-(2-Aminophenyl)-4-oxo-2-phenylbutanenitriles into 2-(3-Oxoindolin-2-ylidene)acetonitriles

Abstract

A facile and highly efficient method for the preparation of 2-(3-oxoindolin-2-ylidene)acetonitriles from 4-(2-aminophenyl)-4-oxo-2-phenylbutanenitriles is described. The featured transformation operates via nucleophilic intramolecular cyclization and involves oxidation of the aniline moiety. Overall, this modification allowed for the improvement of yields and expansion of the reaction scope.

An Effective Synthesis of Previously Unknown 7-Aryl Substituted Paullones

“…Melting points were measured on Stuart SMP30 apparatus. Cyanoketones 14a-d,f,h,j,k [37] and 14e [38] were synthesized according to the previously reported procedures and were identical to those described. All the reagents and solvents were purchased from commercial vendors and used as received.…”