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Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones
Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones
- Source :
- Tetrahedron. 65:3704-3710
- Publication Year :
- 2009
- Publisher :
- Elsevier BV, 2009.
-
Abstract
- A simple electrochemical procedure for the N-acylation and N-alkylation of benzoxazol-2(3H)-ones has been set up via electrolysis of an ionic liquid containing a benzoxazolone followed by addition of saturated or unsaturated anhydrides or alkyl halides. The electrochemically induced N-functionalization of benzoxazol-2(3H)-ones works very well in all tested ionic liquids, avoiding the use of volatile organic solvents. The N-acyl and N-alkyl derivatives of benzoxazol-2(3H)-ones were isolated in good to excellent yields; moreover, the ionic liquid has been reused fivefold maintaining the high yield of the products.
- Subjects :
- chemistry.chemical_classification
Electrolysis
Ketone
Organic Chemistry
Halide
Electrogenerated carbene
Ionic liquid
Alkylation
Electrochemistry
Biochemistry
Benzoxazol-2(3H)-one
Ionic liquids
law.invention
chemistry.chemical_compound
chemistry
law
Yield (chemistry)
Drug Discovery
Organic chemistry
lipids (amino acids, peptides, and proteins)
Alkyl
Subjects
Details
- ISSN :
- 00404020
- Volume :
- 65
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi.dedup.....ff20c5c16fb138ed003ea34a8b10fe12
- Full Text :
- https://doi.org/10.1016/j.tet.2009.02.057