916518-48-4Relevant articles and documents
sp3 C-H bond arylation directed by amidine protecting group: α-arylation of pyrrolidines and piperidines
Pastine, Stefan J.,Gribkov, Denis V.,Sames, Dalibor
, p. 14220 - 14221 (2006)
A new ruthenium-catalyzed direct sp3 C-H to C-C bond transformation is disclosed. Specifically, a method for the α-arylation of cyclic amines, containing either permanent (pyridine, pyrimidine) or removable (amidine) directing groups, is descri
C-2 arylation of piperidines through directed transition-metal-catalyzed sp3 C-H activation
Prokopcova, Hana,Bergman, Sheba D.,Aelvoet, Karel,Smout, Veerle,Herrebout, Wouter,Van Der Veken, Benjamin,Meerpoel, Lieven,Maes, Bert U. W.
supporting information; experimental part, p. 13063 - 13067 (2011/02/21)
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.