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Trifluoromethide as a Strong Base: [CF3-] Mediates Dichloromethylation of Nitrones by Proton Abstraction from the Solvent.
- Source :
-
Journal of Organic Chemistry . 11/15/2013, Vol. 78 Issue 22, p11477-11482. 6p. - Publication Year :
- 2013
-
Abstract
- An unprecedented reactivity of CF3-TMS has been revealed, which exploits the basic character of the generated [CF3-] capable of delivering dichloromethide from dichloromethane with subsequent transfer to nitrones under smooth conditions. The proton-abstraction pathway was demonstrated through isotopic labeling experiments in CD2Cl2. The same reaction was achieved in acetonitrile with the introduction of a cyanomethyl group onto the nitrones. [ABSTRACT FROM AUTHOR]
- Subjects :
- *CHEMICAL reactions
*DICHLOROMETHANE
*NITRONES
*ACETONITRILE
*SOLVENTS
Subjects
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 78
- Issue :
- 22
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 93460718
- Full Text :
- https://doi.org/10.1021/jo402028r