Publication details
Atypical Outcome of the Giese Reaction with Halogenated Enones
| Authors | |
|---|---|
| Year of publication | 2026 |
| Type | Peer-reviewed scientific article |
| Magazine / Source | JOURNAL OF ORGANIC CHEMISTRY |
| MU Faculty or unit | |
| Citation | |
| web | https://pubs.acs.org/joceah/article/91/25/8616/5168679/Atypical-Outcome-of-the-Giese-Reaction-with |
| Doi | https://doi.org/10.1021/acs.joc.6c00649 |
| Keywords | Giese reaction; photoredox catalysis; radical addition; halogenated enones; reaction mechanism |
| Attached files | |
| Description | An atypical pathway in the Giese reaction is being reported. Photoredox-mediated 1,4-addition of alpha-amino radicals onto an alpha '-fluorinated enone was found to proceed with a loss of fluoride and retention of the acceptor C=C bond. Experimental observations and computational analysis are consistent with the initially formed fluorinated alpha-carbonyl radical intermediate undergoing rapid deprotonation rather than the typically observed one-electron reduction. This underexplored reactivity may aid the development of an oxidative Giese reaction. |
| Related projects: |