Journal
CHEMSUSCHEM
Volume 1, Issue 4, Pages 327-332Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.200700156
Keywords
domino reactions; nitrogen oxides; oxidation; rhenium; sustainable chemistry
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One-pot condensation/oxidation of primary amines and aldehydes using urea-hydrogen peroxide (UHP) as the stoichiometric oxidant in the presence of methyltrioxorhenium (MTO) as catalyst affords nitrones in a simple and regioselective manner. UHP is a practical and safe source of H2O2, and its use here instead of aqueous H2O2 solutions also simplifies greatly the workup procedure cis extractions with organic solvents con be avoided. Typically, at the end of the reaction the solid urea is simply filtered off From a sustainability point of view, this one-pot synthesis is simple to perform, takes place under mild conditions, has a high atom economy, and releases water as the only by-product.
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