Iridium-Catalyzed Reduction of Secondary Amides to Secondary Amines and Imines by Diethylsilane
Journal of the American Chemical Society2012Vol. 134(28), pp. 11304–11307
Citations Over TimeTop 1% of 2012 papers
Abstract
Catalytic reduction of secondary amides to imines and secondary amines has been achieved using readily available iridium catalysts such as [Ir(COE)(2)Cl](2) with diethylsilane as reductant. The stepwise reduction to secondary amine proceeds through an imine intermediate that can be isolated when only 2 equiv of silane is used. This system requires low catalyst loading and shows high efficiency (up to 1000 turnovers at room temperature with 99% conversion have been attained) and an appreciable level of functional group tolerance.
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