Primary 1-Arylcyclopropylamines from Aryl Cyanides with Diethylzinc and Titanium Alkoxides

Stefan Wiedemann, Daniel Frank, Harald Winsel and Armin de Meijere*

*Institut für Organische Chemie der Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen, Germany, Email: armin.demeijerechemie.uni-goettingen.de

S. Wiedemann, D. Frank, H. Winsel, A. de Meijere, Org. Lett., 2003, 5, 753-755.

DOI: 10.1021/ol034021k

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Abstract

1-Aryl-substituted primary cyclopropylamines are conveniently prepared from aromatic nitriles and diethylzinc in good yields.

see article for more examples

proposed mechanism

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Mono- and Disubstituted N,N-Dialkylcyclopropylamines from Dialkylformamides via Ligand-Exchanged Titanium-Alkene Complexes

A. de Meijere, C. M. Williams, A. Kourdioukov, S. V. Sviridov, V. Chaplinski, M. Kordes, A. I. Savchenko, C. Stratmann, M. Noltemeyer, Chem. Eur. J., 2002, 3789-3801.

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Key Words

Kulinkovich-Szymoniak Reaction, Cyclopropylamines, Alkylamines, Benzylamines

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ID: J54-Y2003-2200