Sterically controlled, palladium-catalyzed intermolecular amination of arenes

R Shrestha, P Mukherjee, Y Tan…

Index: Shrestha, Ruja; Mukherjee, Paramita; Tan, Yichen; Litman, Zachary C.; Hartwig, John F. Journal of the American Chemical Society, 2013 , vol. 135, # 23 p. 8480 - 8483

Full Text: HTML

Citation Number: 75

Abstract

We report the Pd-catalyzed amination of arenes to form N-aryl phthalimides with regioselectivity controlled predominantly by steric effects. Mono-, di-, and trisubstituted arenes lacking a directing group undergo amination reactions with moderate to high yields and high regioselectivities from sequential addition of PhI (OAc) 2 as an oxidant in the presence of Pd (OAc) 2 as catalyst. This sterically derived selectivity contrasts that for ...