Synfacts 2020; 16(09): 1127
DOI: 10.1055/s-0040-1705827
Flow Chemistry

C–H Activation of Gaseous Alkanes

Paul Knochel
Ferdinand H. Lutter
Laudadio G, Deng Y, van der Wal K, Ravelli D, Nuño M, Fagnoni M, Guthrie D, Sun Y, Noël T. * Eindhoven University of Technology, The Netherlands
C(sp3)–H Functionalizations of Light Hydrocarbons using Decatungstate Photocatalysis in Flow.

Science 2020;
369: 92-96


Noël and co-workers describe a photocatalytic C–H activation of gaseous alkanes and subsequent trapping with various Michael acceptors in continuous flow. The corresponding alkylated products were obtained in moderate to excellent yields.



Mechanistically, the authors propose an initial activation of the photocatalyst TBADT, which relaxes to its active form wO. A hydrogen abstraction forms a carbon-centered radical, which undergoes a 1,4-addition to a Michael acceptor. Hydrogen back-donation affords the alkylated product and regenerates the catalyst.


Publication History

Publication Date:
18 August 2020 (online)

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