Gold-catalyzed 1,2-oxoarylations of nitriles with pyridine-derived oxides

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Abstract

We report the first success in the gold-catalyzed oxoarylations of nitriles with pyridine-derived N-oxides using gold carbenes as initiators. These oxoarylations were also achieved satisfactorily in intermolecular three-component oxidations, including diverse alkenyldiazo esters, nitriles, and pyridine-based oxides. Spill the (car)benes: Reported herein is the first successful gold-catalyzed oxoarylation of nitriles with pyridine-derived N-oxides using gold carbenes as initiators (see scheme; DCE=1,2-dichloroethane, IPr=1,3-bis(diisopropylphenyl)imidazol-2-ylidene). These oxoarylations were also achieved satisfactorily in intermolecular three-component oxidations using a variety of alkenyldiazo esters, nitriles, and pyridine-based N-oxides. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Karad, S. N., & Liu, R. S. (2014). Gold-catalyzed 1,2-oxoarylations of nitriles with pyridine-derived oxides. Angewandte Chemie - International Edition, 53(21), 5444–5448. https://doi.org/10.1002/anie.201403015

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