Abstract
Various 2-oxazolidinones were galvanostatically electrooxidized in the presence of various fluoride salts. It was found that a fluorine atom was introduced to the α-position of the nitrogen atom of N-acyl- and N-alkoxycarbonyl-2-oxazolidinones to provide the corresponding α-fluorinated products in moderate to good yields. In the case of N-phenoxycarbonyl derivative, fluorination took place on the phenyl group selectively.
| Original language | English |
|---|---|
| Pages (from-to) | 6854-6859 |
| Number of pages | 6 |
| Journal | Tetrahedron |
| Volume | 61 |
| Issue number | 28 |
| DOIs | |
| Publication status | Published - 2005 Jul 11 |
| Externally published | Yes |
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Keywords
- 2-Oxazolidinone
- Electrochemical fluorination
- Fluorinated 2-oxazolidinone
- Partial fluorination
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
Electrolytic partial fluorination of organic compounds. Part 78 : Regioselective anodic fluorination of 2-oxazolidinones. / Cao, Yi; Suzuki, Katsutoshi; Tajima, Toshiki; Fuchigami, Toshio.
In: Tetrahedron, Vol. 61, No. 28, 11.07.2005, p. 6854-6859.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Electrolytic partial fluorination of organic compounds. Part 78
T2 - Regioselective anodic fluorination of 2-oxazolidinones
AU - Cao, Yi
AU - Suzuki, Katsutoshi
AU - Tajima, Toshiki
AU - Fuchigami, Toshio
PY - 2005/7/11
Y1 - 2005/7/11
N2 - Various 2-oxazolidinones were galvanostatically electrooxidized in the presence of various fluoride salts. It was found that a fluorine atom was introduced to the α-position of the nitrogen atom of N-acyl- and N-alkoxycarbonyl-2-oxazolidinones to provide the corresponding α-fluorinated products in moderate to good yields. In the case of N-phenoxycarbonyl derivative, fluorination took place on the phenyl group selectively.
AB - Various 2-oxazolidinones were galvanostatically electrooxidized in the presence of various fluoride salts. It was found that a fluorine atom was introduced to the α-position of the nitrogen atom of N-acyl- and N-alkoxycarbonyl-2-oxazolidinones to provide the corresponding α-fluorinated products in moderate to good yields. In the case of N-phenoxycarbonyl derivative, fluorination took place on the phenyl group selectively.
KW - 2-Oxazolidinone
KW - Electrochemical fluorination
KW - Fluorinated 2-oxazolidinone
KW - Partial fluorination
UR - http://www.scopus.com/inward/record.url?scp=20444448033&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=20444448033&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2005.04.057
DO - 10.1016/j.tet.2005.04.057
M3 - Article
VL - 61
SP - 6854
EP - 6859
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 28
ER -