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Amination of Benzoxazoles and 1,3,4‐Oxadiazoles Using 2,2,6,6‐Tetramethylpiperidine‐ N ‐oxoammonium Tetrafluoroborate as an Organic Oxidant
Author(s) -
Wertz Sebastian,
Kodama Shintaro,
Studer Armido
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201104735
Subject(s) - tetrafluoroborate , amination , chemistry , organic chemistry , medicinal chemistry , combinatorial chemistry , ionic liquid , catalysis
No transition metals are necessary to convert benzoxazoles and 1,3,4‐oxadiazoles into the corresponding pharmacologically interesting 2‐aminated heterocycles by formal direct C(2)‐amination using tetramethylpiperidine‐ N ‐oxoammonium tetrafluoroborate (TEMPO + BF 4 − ) as an oxidant (see scheme; TEMP=2,2,6,6‐tetramethylpiperidine; TfOH=trifluoromethanesulfonic acid).

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