Ni‐Catalyzed Cross‐Electrophile Couplings of <i>N</i>‐Alkoxyphthalimides and Aryl Halides
N ‐alkoxyphthalimides represent a versatile class of redox‐active alcohol derivatives for carbon–carbon bond formation following activation by single‐electron reduction. Herein, key precedents using N ‐alkoxyphthalimides for the formation of new carbon–carbon bonds under photochemical reaction conditions are first presented. The merger of these and other single‐electron activation strategies with Ni catalysis in various cross‐electrophile couplings with aryl halides is then highlighted. A particular focus is made on the mechanisms proposed for these Ni‐catalyzed reductive cross‐couplings. Concluding thoughts for future reaction design using N ‐alkoxyphthalimides as redox‐active C(sp 3 )O derivatives in transition metal‐catalyzed cross‐couplings are also presented.
Authors
- John J. Monteith
- Sophie A. L. Rousseaux (ORCID: https://orcid.org/0000-0002-6505-5593)
Institutions
- University of Toronto (CA)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-04-13
- DOI
- https://doi.org/10.1002/ejoc.202500122
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Alfred P. Sloan Foundation
- Canada Foundation for Innovation
- University of Toronto
- Natural Sciences and Engineering Research Council of Canada