Journal of the American Chemical Society

Iridium-catalyzed reduction of secondary amides to secondary amines and imines by diethylsilane

C Cheng, M Brookhart

Index: Park, Sehoon; Brookhart, Maurice Journal of the American Chemical Society, 2012 , vol. 134, # 1 p. 640 - 653

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Citation Number: 87

Abstract

Catalytic reduction of secondary amides to imines and secondary amines has been achieved using readily available iridium catalysts such as [Ir (COE) 2Cl] 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 ...