Copper-Catalyzed para-Selective C-H Amination of Electron-Rich Arenes
A one-pot two-step method for para-selective C-H amination of carbocyclic arenes comprises the in situ formation of unsymmetrical diaryl-λ3-iodanes followed by their Cu(I)-catalyzed reaction with a range of N-unprotected amines.
Berzina, Beatrise,Sokolovs, Igors,Suna, Edgars
p. 7008 - 7014
(2015/11/23)
Nickel-catalysed selective N-arylation or N,N′-diarylation of secondary diamines
The selective synthesis of N-aryl or N,N′-diaryl piperazines and trimethylene(bis)piperidines from the corresponding diamines and aryl chlorides using a catalyst combination of Ni(0) associated to 2,2′-bipyridine is described. The Ni/2,2′-bipyridine catalyst is also effective for the sequential arylation of piperazine. The preparation of novel and unsymmetrical 1,4-diaryl piperazines is reported.
Brenner, Eric,Schneider, Rapha?l,Fort, Yves
p. 6913 - 6924
(2007/10/03)
Nickel-mediated amination chemistry. Part 2: Selective N-arylation or N,N'-diarylation of piperazine
The 2,2'-bipyridine liganded Ni catalyst has revealed a good selectivity in the mono arylation of piperazine starting from aryl chlorides allowing a selective and efficient synthesis of N-arylpiperazines using stoichiometric amounts of reagents. The preparation of N,N'-diaryl substituted piperazines is also described. (C) 2000 Elsevier Science Ltd.
Brenner, Eric,Schneider, Rapha?l,Fort, Yves
p. 2881 - 2884
(2007/10/03)
Synthesis of N-arylpiperazines from aryl halides and piperazine under a palladium tri-tert-butylphosphine catalyst
A Pd/P(t-Bu), catalyst system has revealed very high activity and selectivity for the amination of N-(hetero)aryl halides with unprotected piperazine. A wide variety of N-(hetero)arylpiperazines could be prepared using this catalyst. Turnover numbers up to 6400mol/mol have been obtained.