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Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones

Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones

Authors :
Isabella Chiarotto
Achille Inesi
Monica Orsini
Marta Feroci
Giovanni Sotgiu
Chiarotto, I
Feroci, M
Orsini, Monica
Sotgiu, Giovanni
Inesi, A.
I., Chiarotto
M., Feroci
M., Orsini
A., Inesi
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.

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