Ruthenium??Catalyzed α??(Hetero) Arylation of Saturated Cyclic Amines: Reaction Scope and Mechanism

…, W Herrebout, D Berthelot, L Meerpoel…

Index: Smout, Veerle; Peschiulli, Aldo; Verbeeck, Stefan; Mitchell, Emily A.; Herrebout, Wouter; Bultinck, Patrick; Vande Velde, Christophe M. L.; Berthelot, Didier; Meerpoel, Lieven; Maes, Bert U. W. Journal of Organic Chemistry, 2013 , vol. 78, # 19 p. 9803 - 9814

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Citation Number: 17

Abstract

Abstract Transition-metal-catalyzed sp 3 C [BOND] H activation has emerged as a powerful approach to functionalize saturated cyclic amines. Our group recently disclosed a direct catalytic arylation reaction of piperidines at the α position to the nitrogen atom. 1-(Pyridin-2- yl) piperidine could be smoothly α-arylated if treated with an arylboronic ester in the presence of a catalytic amount of [Ru 3 (CO) 12] and one equivalent of 3-ethyl-3-pentanol. ...

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