The Journal of organic chemistry

Synthesis of o-(Dimethylamino) aryl Ketones, Acridones, Acridinium Salts, and 1 H-Indazoles by the Reaction of Hydrazones and Arynes

AV Dubrovskiy, RC Larock

Index: Dubrovskiy, Anton V.; Larock, Richard C. Journal of Organic Chemistry, 2012 , vol. 77, # 24 p. 11232 - 11256

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Citation Number: 21

Abstract

A novel, efficient route to biologically and pharmaceutically important o-(dimethylamino) aryl ketones, acridones, acridinium salts, and 1 H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl) aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.