Journal of the American Chemical Society

Palladium-catalyzed amination of aromatic C− H bonds with oxime esters

Y Tan, JF Hartwig

Index: Tan, Yichen; Hartwig, John F. Journal of the American Chemical Society, 2010 , vol. 132, # 11 p. 3676 - 3677

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Citation Number: 297

Abstract

We report a conceptually new approach to the direct amination of aromatic C− H bonds. In this process, an oxime ester function reacts with an aromatic C− H bond under redox-neutral conditions to form, in the case studied, an indole product. These reactions occur with relatively low catalyst loading (1 mol%) by a mechanism that appears to involve an unusual initial oxidative addition of an N− O bond to a Pd (0) species. The Pd (II) complex from ...