A sequential multi-component reaction has been achieved via aerobic copper-catalyzed intermolecular C-N/C-O bonds cascade formation process. This mild, operationally simple method enables the transformation of commercially available aldehydes, along with aryl hydrazines, into the corresponding N',N'-diaryl acylhydrazines with high regioselectivity in moderate to good yields. This transformation employs aryl hydrazine as a dual synthon, a hydrazine and an aryl synthon. The value of this efficient synthetic protocol has been demonstrated through gram-scale experiment, late-stage modification of bioactive natural products and drug molecules. Mechanistic investigations support the generation of an acyl diazene intermediate and an aryl radical species, along with the dual role of air as the sole oxidant and source of oxygen functionality in this aerobic C-N bond coupling reaction.

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