One-Pot Three-Component Synthesis of α-Iminonitriles by IBX/TBAB-Mediated Oxidative Strecker Reaction
Patrice Fontaine, Angèle Chiaroni, Géraldine Masson* and Jieping Zhu*
*Institut de Chimie des Substances Naturelles, CNRS, 91198
Gif-sur-Yvette Cedex, France, Email: masson
icsn.cnrs-gif.fr,
zhuicsn.cnrs-gif.fr
P. Fontaine, A. Chiaroni, G. Masson, J. Zhu, Org. Lett., 2008, 10, 1509-1512.
DOI: 10.1021/ol800199b (free Supporting Information)
Abstract
The reaction of aldehydes, amines, and TMSCN in the presence of 2-iodoxybenzoic acid (IBX) and tetrabutylammonium bromide (TBAB) afforded α-iminonitriles in good to excellent yields under mild conditions. The presence of TBAB is essential for this transformation.
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Key Words
Strecker Synthesis, Oxidation, IBX, Multicomponent Reactions
ID: J54-Y2008-0990
