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Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

Authors :
Paola Vitale
Luciana Cicco
Ilaria Cellamare
Filippo M. Perna
Antonio Salomone
Vito Capriati
Source :
Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 1915-1923 (2020)
Publication Year :
2020
Publisher :
Beilstein-Institut, 2020.

Abstract

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32–98% yield) and pyrimidine derivatives (45–88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (Et3N).

Details

Language :
English
ISSN :
18605397
Volume :
16
Issue :
1
Database :
Directory of Open Access Journals
Journal :
Beilstein Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsdoj.03ae58a1b572458aa599f62129a43711
Document Type :
article
Full Text :
https://doi.org/10.3762/bjoc.16.158