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    Heterogeneous Visible-Light Photoredox Catalysis with Graphitic Carbon Nitride for α-Aminoalkyl Radical Additions, Allylations, and Heteroarylations

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    Type
    Article
    Authors
    Cai, Yunfei
    Tang, Yurong
    Fan, Lulu
    Lefebvre, Quentin
    Hou, Hong
    Rueping, Magnus cc
    KAUST Department
    KAUST Catalysis Center (KCC)
    Date
    2018-09-17
    Online Publication Date
    2018-09-17
    Print Publication Date
    2018-10-05
    Permanent link to this record
    http://hdl.handle.net/10754/628813
    
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    Abstract
    A protocol for the photooxidative activation of α-silylamines and α-amino acids for desilylative and decarboxylative additions, allylations, and heteroarylations in the presence of graphitic carbon nitride (g-C3N4) was developed. The procedure has broad scope and provides the desired products in high yields. The heterogeneous nature of the g-C3N4 catalytic system enables easy recovery and recycling as well as the use in multiple runs without loss of activity. The photoredox catalyzed reactions can also be conducted in continuous photo flow fashion and scaled up to gram-scale. Thus, the stable and readily available polymeric g-C3N4 provides an alternative to homogeneous photosensitizers for the generation of valuable radical intermediates for applications in synthesis and catalysis.
    Citation
    Cai Y, Tang Y, Fan L, Lefebvre Q, Hou H, et al. (2018) Heterogeneous Visible-Light Photoredox Catalysis with Graphitic Carbon Nitride for α-Aminoalkyl Radical Additions, Allylations, and Heteroarylations. ACS Catalysis: 9471–9476. Available: http://dx.doi.org/10.1021/acscatal.8b02937.
    Sponsors
    Y.C. gratefully acknowledges the Alexander von Humboldt foundation for a fellowship. The research leading to these results has received funding from the European Research Council under the European Union’s Seventh Framework Programme (FP/2007-2013)/ERC Grant Agreement no. 617044 (SunCatChem).
    Publisher
    American Chemical Society (ACS)
    Journal
    ACS Catalysis
    DOI
    10.1021/acscatal.8b02937
    Additional Links
    https://pubs.acs.org/doi/10.1021/acscatal.8b02937
    ae974a485f413a2113503eed53cd6c53
    10.1021/acscatal.8b02937
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