Facile and Efficient Synthesis of 3‐Pyrimidinyl Oxindoles by Phase‐Transfer‐Catalyzed Regioselective Nucleophilic Aromatic Substitution

Abstract

Phase‐transfer‐catalyzed regioselective nucleophilic aromatic substitution of 2,4‐dichloropyrimidines with N‐Boc‐protected 3‐substituted oxindoles is reported. The reaction allows the formation of unsymmetrical all‐ carbon quaternary centers in the benzylic position of heteroaromatic scaffolds and proceeds with high chemical yield and excellent functional‐group tolerance. Various activated heteroaryl chlorides including dichloropyridazine and activated chloropyridines can also be reacted under the reaction conditions.