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One‐Pot Synthesis of Nitrones from Primary Amines and Aldehydes Catalyzed by Methyltrioxorhenium
Author(s) -
Cardona Francesca,
Bonanni Marco,
Soldaini Gianluca,
Goti Andrea
Publication year - 2008
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.200700156
Subject(s) - chemistry , catalysis , primary (astronomy) , aqueous solution , regioselectivity , hydrogen peroxide , atom economy , urea , organic chemistry , condensation , green chemistry , one pot synthesis , stoichiometry , combinatorial chemistry , ionic liquid , physics , astronomy , thermodynamics
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 H 2 O 2 , and its use here instead of aqueous H 2 O 2 solutions also simplifies greatly the workup procedure as extractions with organic solvents can 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.