Herein, we describe a metal-ligand cooperative approach for the sustainable synthesis of various aldazines, ketazines, and -acylhydrazones via dehydrogenative functionalization of alcohols with hydrazine hydrate using a simple, easy-to-prepare iron catalyst featuring a redox noninnocent tridentate arylazo backbone. Our catalyst is compatible with both primary and secondary alcohols to produce a wide variety of substituted aldazines, ketazines, and -acylhydrazones in good isolated yields in air. A series of control experiments are performed to elucidate the reaction mechanism.
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http://dx.doi.org/10.1021/acs.joc.1c02787 | DOI Listing |
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