α-Arylation of Glutarimides via Ni/Ir Metallaphotoredox Cross-Electrophile Coupling
Herein, we report a photochemical Ni-catalyzed cross-electrophile coupling of an α-mesylate glutarimide with aryl bromides to access 22 examples of α-arylglutarimides. Mechanistic insights allowed for the additional development of conditions that utilize a commercially available α-bromoglutarimide as a substitute for the α-mesylate glutarimide via a slow-addition protocol. These methods employ visible-light-driven metallaphotoredox catalysis to efficiently synthesize key scaffolds utilized in targeted protein degradation therapies.
Authors
- Dustin A. Bringley (ORCID: https://orcid.org/0000-0003-1029-0104)
- Mareena C. Franke (ORCID: https://orcid.org/0000-0002-1534-1268)
- Erin L. Kuker
- Michael A. Ischay (ORCID: https://orcid.org/0000-0002-7954-7492)
Institutions
- Institute of Process Engineering (CN)
- Gilead Sciences (United States) (US)
- Gilead Sciences (France) (FR)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-02-23
- DOI
- https://doi.org/10.1021/acs.joc.5c03122
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00