Abstract
A simple, fast, efficient and eco-friendly procedure was developed for the synthesis of alkyl and aryl-N-methylnitrones. The corresponding nitrones of aromatic aldehydes, aliphatic aldehydes and alicyclic carbonyl compounds were prepared from N-methylhydroxylamine hydrochloride and Na2CO3-Na2SO4 by simply grinding at room temperature without using solvent.
Highlights
Nitrones are important intermediates in synthetic organic chemistry because they give 1,3-dipolar cycloaddition reactions with alkenes, alkynes, isocyanates, isothiocyanates, phosphoranes and sulphenes compounds [1]
A number of methods have been developed for the synthesis of nitrones
The aromatic aldehydes 1a-l and N-methylhydroxylamine hydrochloride were ground at room temperature in the presence of Na2CO3-Na2SO4 under solvent-free conditions
Summary
1,3-dipolar cycloaddition reactions with alkenes, alkynes, isocyanates, isothiocyanates, phosphoranes and sulphenes compounds [1]. The 1,3-dipolar cycloaddition reactions of nitrone-olefin are interesting due to they can create three new contiguous stereogenic centers in a single step [2,3]. Intermolecular and intramolecular nitrone cycloaddition reactions are useful methods for the formation of biologically active heterocyclic compounds [4,5,6,7]. A number of methods have been developed for the synthesis of nitrones. N-methylhydroxylamine hydrochloride with aromatic aldehydes are the most commonly used methods [8]. These methods usually need warming or even refluxing in organic solvents.
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