C-2 Arylation of Piperidines through Directed Transition-Metal-Catalyzed sp3 C-H Activation

被引:101
作者
Prokopcova, Hana [1 ]
Bergman, Sheba D. [1 ]
Aelvoet, Karel [1 ]
Smout, Veerle [1 ]
Herrebout, Wouter [1 ]
Van der Veken, Benjamin [1 ]
Meerpoel, Lieven [2 ]
Maes, Bert U. W. [1 ]
机构
[1] Univ Antwerp, B-2020 Antwerp, Belgium
[2] Johnson & Johnson Pharmaceut Res & Dev, Div Janssen Pharmaceut NV, B-2340 Beerse, Belgium
关键词
C-H activation; hydrogen; homogeneous catalysis; piperidines; ruthenium; HYDROGEN BOND-CLEAVAGE; ORGANIC-SYNTHESIS; COUPLING REACTION; NITROGEN ATOM; FUNCTIONALIZATION; CARBONYLATION; HETEROCYCLES; COMPLEXES; ADJACENT; ALKYLAMINES;
D O I
10.1002/chem.201001887
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
All you need is an open vial! The direct α arylation of cyclic alkylamines (see scheme) requires an open vial, as the hydrogen atom involved in the C(sp3)-H-activation process is ultimately released as hydrogen gas. Reports on the formation of hydrogen gas in direct transition-metal- catalyzed functionalizations are still rare. Open-vial reactions proved crucial to this direct arylation procedure as, upon sealing, catalyst deactivation occurs. © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:13063 / 13067
页数:5
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