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Ni‐Catalyzed Cross‐Electrophile Couplings of N ‐Alkoxyphthalimides and Aryl Halides
Author(s) -
Monteith John J.,
Rousseaux Sophie A. L.
Publication year - 2025
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202500122
Subject(s) - chemistry , electrophile , aryl , halide , catalysis , medicinal chemistry , organic chemistry , alkyl
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.