Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 67, Pages 15378-15396Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202003416
Keywords
1; 5-hydrogen atom transfer; fluorination; fluoroalkyl(thiol)ation; metal migration; remote functionalization
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Funding
- National Key Research & Development Program of China [2019YFA0905100]
- National Natural Science Foundation of China [21772142, 21901181, 21961142015]
- Israel Science Foundation-National Natural Science Foundation of China [3247/19]
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Remote functionalization reactions have the power to transform a C-H (or C-C) bond at a distant position from a functional group. This Review summarizes recent advances and key breakthroughs in remote fluorination, trifluoromethylation, difluoromethylation, trifluoromethylthiolation, and fluoroalkenylation reactions. Several powerful strategies have emerged to control the reactivity and distal selectivity such as the undirected radical approach, the 1,5-hydrogen atom transfer, the metal migration, the use of distant directing groups, and the ring-opening reactions. These unconventional and predictable C-H (and C-C) functionalization transformations should allow for the preparation of a wide range of otherwise-difficult-to-access alkyl, aromatic, heteroaromatic, and structurally complex fluorides.
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