Dimethylzinc-Mediated Alkynylation of Imines
Lorenzo Zani, Silvia Alesi, Pier Giorgio Cozzi and Carsten Bolm*
*Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1,
D-52056 Aachen, Germany, Email: carsten.bolm
oc.rwth-aachen.de
L. Zani, S. Alesi, P. G. Cozzi, C. Bolm, J. Org. Chem., 2006, 71, 1558-1562.
DOI: 10.1021/jo052273o
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Abstract
Treatment of various aromatic and aliphatic aldimines with a mixture of a terminal alkynes and dimethylzinc solution in toluene yields the corresponding protected propargylic amines in moderate to excellent yields. A three-component synthesis of propargylic amines with an aldehyde, ortho-methoxyaniline and phenylacetylene through in situ formation of the corresponding imine in the presence of dimethylzinc was developed.
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Key Words
Propargylamines, Multicomponent Reactions
ID: J42-Y2006-410
