Premium
A One‐Pot Synthesis of N ‐Aryl‐2‐Oxazolidinones and Cyclic Urethanes by the Lewis Base Catalyzed Fixation of Carbon Dioxide into Anilines and Bromoalkanes
Author(s) -
Niemi Teemu,
PereaBuceta Jesus E.,
Fernández Israel,
Hiltunen OttoMatti,
Salo Vili,
Rautiainen Sari,
Räisänen Minna T.,
Repo Timo
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602338
Subject(s) - aryl , carbon fixation , catalysis , chemistry , carbon dioxide , substrate (aquarium) , base (topology) , functional group , combinatorial chemistry , ring (chemistry) , lewis acids and bases , polymer chemistry , organic chemistry , alkyl , polymer , mathematical analysis , oceanography , mathematics , geology
The multicomponent assembly of pharmaceutically relevant N ‐aryl‐oxazolidinones through the direct insertion of carbon dioxide into readily available anilines and dibromoalkanes is described. The addition of catalytic amounts of an organosuperbase such as Barton's base enables this transformation to proceed with high yields and exquisite substrate functional‐group tolerance under ambient CO 2 pressure and mild temperature. This report also provides the first proof‐of‐principle for the single‐operation synthesis of elusive seven‐membered ring cyclic urethanes.