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Radical Addition Enables 1,2‐Aryl Migration from a Vinyl‐Substituted All‐Carbon Quaternary Center.
- Source :
-
Angewandte Chemie . 1/4/2021, Vol. 133 Issue 1, p188-192. 5p. - Publication Year :
- 2021
-
Abstract
- An efficient method for photocatalytic perfluoroalkylation of vinyl‐substituted all‐carbon quaternary centers involving 1,2‐aryl migration has been developed. The rearrangement reactions use fac‐Ir(ppy)3, visible light and commercially available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all‐carbon quaternary center with the concomitant generation of a C‐radical bearing two electron‐withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence. [ABSTRACT FROM AUTHOR]
- Subjects :
- *REARRANGEMENTS (Chemistry)
*ALKYL radicals
*VISIBLE spectra
*RADICALS (Chemistry)
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 133
- Issue :
- 1
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 147729878
- Full Text :
- https://doi.org/10.1002/ange.202010839