Reaction of Some Substituted (Un)Substituted Isatins with 1,ω-Alkanes and Their Products with Sodium Azide

Abstract

: Azide derivatives of isatins were the initial materials needed for click chemistry, so as to form 1,2,3-triazoles in order to synthesize the hybrid compounds of 1,2,3-triazole–isatin with monosaccharide moieties. The required substituted isatins were prepared according to the Sandmeyer method from corresponding substituted anilines. N -( ω -bromoalkyl) isatins were prepared through the nucleophilic reaction, S N 2, of (un)substituted isatins with appropriate dibromoalkanes. Some ω -azidoalkylisatins were synthesized by the reaction of corresponding ω -bromoalkylisatins with sodium azide. The reactions were performed in dry DMF as solvents in the presence of K 2 CO 3 as the base and KI as the promoting agent. The product yields reached 30–85%.