N-Acylbenzotriazole as Efficient Ligand in Copper-Catalyzed O-Arylation Leading to Diverse Benzoxazoles

Abstract

An establishment of (1H-benzo[d][1,2,3]triazol-1-yl)(2-methoxyphenyl)methanone as ligand was attained in intramolecular C-O cross-coupling of N-(2-halophenyl)aryl/alkylamide derivatives to form 2-Aryl/alkyl benzoxazole derivatives using CuI/K2CO3 as catalytic system. A series of benzoxazoles was developed using this protocol and synthesized compounds were characterized using spectroscopic analysis (IR, MS, 1H & 13C NMR). Salient advantages associated with this pathway include easily available starting materials, cheap catalyst, highly stable ligand, wide substrate scope, smooth reaction, easy work-up and high product yield. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim