Enantioselective Synthesis of 3‐Amino‐3’‐carbazole Oxindole Derivatives via Friedel‐Crafts Aminoalkylation Reaction

Abstract

AbstractOrganocatalytic Friedel‐Crafts aminoalkylation reaction is demonstrated in this study for the construction of biologically important hybrid molecular architectures of carbazole containing 3‐amino oxindoles using bifunctional cinchonidine derived thiourea organocatalyst. The Friedel‐Crafts functionalization of 4‐hydroxy carbazole with isatin derived ketimines well performed with a wide range of substrates resulted in excellent yields (up to 95 %) and enantioselectivities (up to 99 % ee) of the desired products. A minimal catalyst loading (0.5 mol%) was utilized at ambient temperatures under mild reaction conditions.