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Remote desaturation of hexenenitriles by radical-mediated cyano migration.
- Source :
-
Tetrahedron . Jan2023, Vol. 131, pN.PAG-N.PAG. 1p. - Publication Year :
- 2023
-
Abstract
- We report a new reaction mode involving functional group migration, which is applied to the radical-mediated remote desaturation of hexenenitriles. The reaction proceeds through consecutive alkene sulfonylation, intramolecular cyano migration, and single-electron oxidation of benzyl radical to cation followed by deprotonation, leading to a variety of densely functionalized alkenes. The protocol features mild photocatalytic conditions, broad functional group tolerance, and high product diversity. [Display omitted] [ABSTRACT FROM AUTHOR]
- Subjects :
- *RADICAL cations
*FUNCTIONAL groups
*ALKENES
*PROTON transfer reactions
Subjects
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 131
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 161233366
- Full Text :
- https://doi.org/10.1016/j.tet.2022.133228