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C–H Activation of Gaseous Alkanes
C(sp3)–H Functionalizations of Light Hydrocarbons using Decatungstate Photocatalysis in Flow.
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.
18 August 2020 (online)
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