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Synfacts 2006(3): 0271-0271
DOI: 10.1055/s-2006-932015
DOI: 10.1055/s-2006-932015
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
In-Mediated One-Pot Reaction of Anilines, Enol Ethers and Allylic Bromides
T.-S. Jang, I. W. Ku, M. S. Jang, G. Keum, S. B. Kang, B. Y. Chung, Y. Kim*
Korea Institute of Science and Technology and Korea University, Seoul, Korea
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. Februar 2006 (online)
Significance
Homoallylamines are useful intermediates in synthesis, for instance, in the preparation of biologically active compounds, some of them also possessing biological activity. This work describes a simple one-pot reaction, giving rise to these compounds. Enol esters, including cyclic derivatives, are used as aldehyde equivalents in the in situ formation and allylation of the corresponding imines. The method gives access to a number of polysubstituted N-arylhomoallylamines, starting from inexpensive and easily available reagents. The protocol is extremely operationally simple, and the conditions are tolerant to the presence of valuable functional groups.