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Fluoroalkylation of Allylic Alcohols with Concomitant (Hetero)aryl Migration: Access to Fluoroalkylated Ketones and Evaluation of Antifungal Action against Magnaporthe grisea.
- Source :
-
European Journal of Organic Chemistry . 8/31/2020, Vol. 2020 Issue 32, p5192-5200. 9p. - Publication Year :
- 2020
-
Abstract
- Fluoroalkyl(hetero)arylation of allylic alcohols with perfluoroalkyl iodide or difluoroacetic acid as fluoroalkyl source was developed herein, delivering functionalized ketones containing an α‐quaternary center. Formation of the fluoroalkyl radical was followed by its intermolecular addition to alkenes and the migration of a (hetero)aryl group with the concomitant generation of a ketone group to finish the domino sequence. Mechanistic studies indicated that the aryl migration proceeded through neophyl rearrangement in a radical pathway. Moreover, preliminary antifungal evaluation against Magnaporthe grisea is also described for the first time. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ALLYL alcohol
*PYRICULARIA grisea
*KETONES
*ARYL group
*ARYLATION
Subjects
Details
- Language :
- English
- ISSN :
- 1434193X
- Volume :
- 2020
- Issue :
- 32
- Database :
- Academic Search Index
- Journal :
- European Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 145402513
- Full Text :
- https://doi.org/10.1002/ejoc.202000782