A novel salt-free ruthenium-catalyzed alkylation of aryl amines

For the first time the alkylation of aryl amines using cyclic amines, for example, pyrrolidine is described. This novel reaction proceeds without the need of external hydrogen or pressure under ambient conditions in the presence of the Shvo catalyst. The alkylation of aryl amines using cyclic amines...

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Veröffentlicht in:Tetrahedron letters Jg. 49; H. 40; S. 5742 - 5745
Hauptverfasser: Hollmann, Dirk, Bähn, Sebastian, Tillack, Annegret, Parton, Rudy, Altink, Rinke, Beller, Matthias
Format: Journal Article
Sprache:Englisch
Veröffentlicht: Elsevier Ltd 29.09.2008
Schlagworte:
Amination
Amines
N-Alkylation
Ruthenium
Shvo catalyst
Shvo catalyst
N-Alkylation
Amines
Ruthenium
Amination
ISSN:0040-4039, 1873-3581
Online-Zugang:Volltext
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Zusammenfassung:For the first time the alkylation of aryl amines using cyclic amines, for example, pyrrolidine is described. This novel reaction proceeds without the need of external hydrogen or pressure under ambient conditions in the presence of the Shvo catalyst. The alkylation of aryl amines using cyclic amines such as pyrrolidine proceeds via borrowing hydrogen methodology in the presence of 1 mol % Shvo catalyst. During the reaction multiple carbon–nitrogen cleavage and formation occurred. This novel reaction sequence leads to N-aryl-pyrrolidines and -piperidines.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.07.107