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Frontispiece: One‐Step Synthesis of 3,4‐Disubstituted 2‐Oxazolidinones by Base‐Catalyzed CO 2 Fixation and Aza‐Michael Addition
Author(s) -
Mannisto Jere K.,
Sahari Aleksi,
Lagerblom Kalle,
Niemi Teemu,
Nieger Martin,
Sztanó Gábor,
Repo Timo
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201984463
Subject(s) - phenylhydrazine , catalysis , combinatorial chemistry , amine gas treating , michael reaction , chemistry , surface modification , molecule , base (topology) , organic chemistry , mathematics , mathematical analysis
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 CO 2 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, CO 2 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.