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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: massonicsn.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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Synthesis of Iminonitriles by Oxone/TBAB-Mediated One-Pot Oxidative Three-Component Strecker Reaction

J.-B. Gualtierotti, X. Schumacher, Q. Wang, J. Zhu, Synthesis, 2013, 45, 1380-1386.


Key Words

Strecker Synthesis, Oxidation, IBX, Multicomponent Reactions


ID: J54-Y2008-0990