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Rh(III)-Catalyzed α-fluoroalkenylation of N-nitrosoanilines with 2,2-difluorovinyl tosylates via C–H bond activation

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Abstract

Rh(III)-Catalyzed α-fluoroalkenylation of N-nitrosoanilines with 2,2-difluorovinyl tosylates has been realized. This reaction proceeded via chelation-assisted C–H activation, olefin insertion and β-F elimination, leading to the synthesis of monofluoroalkenes with high Z-selectivity with respect to the olefin. This catalytic system is highly efficient over a broad range of substrates under mild and redox-neutral conditions.

Graphical abstract: Rh(iii)-Catalyzed α-fluoroalkenylation of N-nitrosoanilines with 2,2-difluorovinyl tosylates via C–H bond activation

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Publication details

The article was received on 01 Sep 2018, accepted on 09 Oct 2018 and first published on 18 Oct 2018


Article type: Research Article
DOI: 10.1039/C8QO00947C
Citation: Org. Chem. Front., 2018, Advance Article
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    Rh(III)-Catalyzed α-fluoroalkenylation of N-nitrosoanilines with 2,2-difluorovinyl tosylates via C–H bond activation

    M. Tian, X. Yang, B. Zhang, B. Liu and X. Li, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00947C

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