Nickel-NHC-catalyzed α-arylation of acyclic ketones and amination of haloarenes and unexpected preferential n-arylation of 4-aminopropiophenone

K Matsubara, K Ueno, Y Koga…

Index: Matsubara, Kouki; Ueno, Keita; Koga, Yuji; Hara, Kenji Journal of Organic Chemistry, 2007 , vol. 72, # 14 p. 5069 - 5076

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Citation Number: 74

Abstract

Arylation of both acyclic ketones and primary and secondary amines was achieved using a new, simple, stable, and easy-to-access nickel (II)-halide complex bearing mixed PPh3/N- heterocyclic carbene ligands as a catalyst precursor. Acyclic ketones were first arylated at the α-position with the nickel catalyst. On the other hand, less basic amines, such as diphenylamine and 4-aminobenzophenone, were more favorable in the catalytic ...