Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 31, Pages 16750-16762Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202101324
Keywords
carboiodination; C-H functionalization; fluorination; halogens; nickel
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Funding
- University of Toronto
- Natural Science and Engineering Research Council (NSERC)
- Kennarshore Inc.
- NSERC for an NSERC Vanier fellowship
- University of Toronto for an UTEA-NSE fellowship
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Nickel catalysis has shown significant potential in synthetic chemistry, with applications in both C-C and C-N bond formation as well as in the generation of C-X bonds. Various strategies utilizing nickel have been developed to broaden the scope and utility of halogenation methods.
Nickel catalysis has demonstrated the capability of performing a broad range of synthetically challenging transformations over the last decade. Though recent literature has focused on the formation of C-C and C-N bonds, a variety of breakthroughs in the field of C-X bond generation have also been reported. A diverse range of strategies using nickel have been developed, in an effort to expand the scope and synthetic utility of these halogenation methods. This Minireview will cover six emerging strategies in this field including: oxidatively induced C-X reductive elimination, triflate-to-halogen exchange reactions, directed C-H halogenation, non-directed electrophilic C-H halogenation of arenes, enantioselective alpha-fluorination of carbonyl containing compounds, and 1,2-difunctionalization-halogenation reactions. The final section has been split into two parts: nickel-catalyzed hydrohalogenation and nickel-catalyzed carbohalogenation reactions.
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