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A Metal-Free Synthesis of 3-Phenoxyimidazo Heterocycles by Catalytic Oxidative Cyclization of 2-Amino-azaarenes with Lignin Models

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A metal-free catalytic oxidative cyclization of 2-aminopyridines and 2-aminobenzothiazole with lignin model 2-phenoxyacetophenones was developed, in which inexpensive iodine was used as the catalyst and tert-butyl hydroperoxide (TBHP) was the… Click to show full abstract

A metal-free catalytic oxidative cyclization of 2-aminopyridines and 2-aminobenzothiazole with lignin model 2-phenoxyacetophenones was developed, in which inexpensive iodine was used as the catalyst and tert-butyl hydroperoxide (TBHP) was the oxidant. The reaction proceeded smoothly under an air atmosphere to produce valuable 3-phenoxyimidazo[1,2-a]pyridines and 3-phenoxybenzo[d]imidazo[2,1-b]thiazoles, respectively, in moderate to good yields.

Keywords: catalytic oxidative; free synthesis; phenoxyimidazo; metal free; oxidative cyclization

Journal Title: Synthesis
Year Published: 2018

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