Frontispiece: One‐Step Synthesis of 3,4‐Disubstituted 2‐Oxazolidinones by Base‐Catalyzed CO2 Fixation and Aza‐Michael Addition

2‐Oxazolidinones are saturated heterocyclic compounds, which are highly desired structures in modern drug design. In their Communication on page 10284 ff., T. Repo et al. describe the use of CO2 as a carbonyl source for a new, single‐step approach to 3,4‐disubstituted 2‐oxazolidinones. The modular r...

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Bibliographic Details
Published in:Chemistry : a European journal 2019-08, Vol.25 (44), p.n/a
Main Authors: Mannisto, Jere K., Sahari, Aleksi, Lagerblom, Kalle, Niemi, Teemu, Nieger, Martin, Sztanó, Gábor, Repo, Timo
Format: Article
Language:English
Subjects:
Aliphatic amines
Bromination
Carbon dioxide
carbon dioxide fixation
Carbon sequestration
Carbonyl compounds
Carbonyls
Chemistry
cyclization
Drug development
heterocycles
Heterocyclic compounds
Michael addition
organocatalysis
Oxazolidinones
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Summary:2‐Oxazolidinones are saturated heterocyclic compounds, which are highly desired structures in modern drug design. In their Communication on page 10284 ff., T. Repo et al. describe the use of CO2 as a carbonyl source for a new, single‐step approach to 3,4‐disubstituted 2‐oxazolidinones. The modular reaction, which occurs between a γ‐brominated Michael acceptor, CO2 and an arylamine, aliphatic amine or phenylhydrazine, is catalyzed by 1,1,3,3‐tetramethylguanidine (TMG). The method displays high yields (av. 75 %) and enables late‐stage functionalization of complex drug‐like molecules.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201984463