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Regioselective Vinylation of Remote Unactivated C(sp3)−H Bonds: Access to Complex Fluoroalkylated Alkenes.
- Source :
-
Angewandte Chemie . 1/28/2019, Vol. 131 Issue 5, p1513-1517. 5p. - Publication Year :
- 2019
-
Abstract
- Regioselective incorporation of a particular functional group into aliphatic sites by direct activation of unreactive C−H bonds is of great synthetic value. Despite advances in radical‐mediated functionalization of C(sp3)−H bonds by a hydrogen‐atom transfer process, the site‐selective vinylation of remote C(sp3)−H bonds still remains underexplored. Reported herein is a new protocol for the regioselective vinylation of unactivated C(sp3)−H bonds. The remote C(sp3)−H activation is promoted by a C‐centered radical instead of the commonly used N and O radicals. The reaction possesses high product diversity and synthetic efficiency, furnishing a plethora of synthetically valuable E alkenes bearing tri‐/di‐/mono‐fluoromethyl and perfluoroalkyl groups. [ABSTRACT FROM AUTHOR]
- Subjects :
- *VINYLATION
*ALKENES
*FUNCTIONAL groups
*ATOM transfer reactions
*HYDROGEN atom
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 131
- Issue :
- 5
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 134217375
- Full Text :
- https://doi.org/10.1002/ange.201812927