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

Armin de Meijere*, Craig M. Williams, Alexandre Kourdioukov, Sergei V. Sviridov, Vladimir Chaplinski, Markus Kordes, Andrei I. Savchenko, Christian Stratmann, Mathias Noltemeyer

*Institut für Organische Chemie Georg-August-Universität Göttingen Tammannstrasse 2, 37077 Göttingen, Germany, Email:

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.

DOI: 10.1002/1521-3765(20020816)8:16<3789::AID-CHEM3789>3.0.CO;2-R

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Dibenzylformamide was treated with cyclohexylmagnesium bromide in the presence of either titanium tetraisopropoxide or methyltitanium triisopropoxide and a variety of cyclic and acyclic alkenes and alkadienes to give new mono- and disubstituted as well as bicyclic dialkylcyclopropylamines in moderate to good yields.

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

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

Key Words

Kulinkovich-de Meijere Reaction, amines, cyclopropanation, cyclopropylamines, N ligands, titanium, transition metals

ID: JXX-Y2002-1780