Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 36, Pages 12632-12637Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b06469
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Funding
- National Natural Science Foundation of China [21325208, 21572212, 21502184, 21732006, 21702200]
- Ministry of Science and Technology of China [2017YFA0303500]
- Chinese Academy of Science [XDB20000000]
- Key Technologies R&D Programme of Anhui Province [1604a0702027]
- FRFCU
- PCSIRT
- China Postdoctoral Science Foundation [2016M600482, 2017T100448]
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Herein, we described a nickel-catalyzed monofluoroalkenylation through defluorinative reductive cross-coupling of gem-difluoroalkenes with alkyl halides. Key to the success of this strategy is the combination of C- F cleavage with alkyl halides activation. This reaction enables the convenient synthesis of a large variety of functionalized monofluoroalkenes under mild reaction conditions with broad functional group compatibility and excellent Z-selectivity. The combination of Ni catalysis with (Bpin)(2)/K3PO4 as terminal reductant promoted the efficient C(sp(2))-C(sp(3)) formation especially the generation of all-carbon quatemary centers with high chemoselectivity.
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