Journal of the American Chemical Society

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

C Cheng, M Brookhart

Index: Cheng, Chen; Brookhart, Maurice Journal of the American Chemical Society, 2012 , vol. 134, # 28 p. 11304 - 11307

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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 ...

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[Ashton, Peter R.; Fyfe, Matthew C. T.; Hickingbottom, Sarah K.; Menzer, Stephan; Stoddart, J. Fraser; White, Andrew J. P.; Williams, David J. Chemistry - A European Journal, 1998 , vol. 4, # 4 p. 577 - 589]