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Ligand-free Ullmann-type arylation of oxazolidinones by diaryliodonium salts.

Authors :
Podrezova EV
Okhina AA
Rogachev AD
Baykov SV
Kirschning A
Yusubov MS
Soldatova NS
Postnikov PS
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2023 Mar 01; Vol. 21 (9), pp. 1952-1957. Date of Electronic Publication: 2023 Mar 01.
Publication Year :
2023

Abstract

The arylation of azaheterocycles can be considered as one of the most important processes for the preparation of various biologically active compounds. In the present work, we describe a method for the copper-catalyzed N -arylation of hindered oxazolidinones using diaryliodonium salts. The method succeeds in good to excellent yields for the arylation of 4-alkyloxazolidinones, including sterically hindered isopropyl- and tert -butyl-substituted. The efficiency of the method was demonstrated for a wide range of diaryliodonium salts - symmetric and unsymmetric as well as ortho -substituted derivatives. The developed approach will provide an important contribution in the development and preparation of novel drugs and bioactive molecules containing oxazolidinone moieties.

Details

Language :
English
ISSN :
1477-0539
Volume :
21
Issue :
9
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
36757159
Full Text :
https://doi.org/10.1039/d2ob02122f