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Synfacts 2006(9): 0887-0887
DOI: 10.1055/s-2006-942069
DOI: 10.1055/s-2006-942069
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Tropenes by Pd-Catalyzed Double Hydroamination
N. Sakai, A. Ridder, J. F. Hartwig*
Yale University, New Haven, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. August 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200609/lookinside/thumbnails/10.1055-s-2006-942069-1.jpg)
Significance
The synthesis of tropenes by Pd- catalyzed double hydroamination of cycloheptatriene in yields ranging from modest to excellent is reported. For the reactions involving anilines, a complicating feature is the production of an isomeric dihydroquinoline byproduct for which the mechanism has not been elucidated. Analogous reactions with benzylamines and β-phenethylamines have been achieved; however, reactions with simple aliphatic amines were not described.