Decatungstate-mediated C(sp3)-H Heteroarylation via Radical-Polar Crossover in Batch and Flow.
2021
Photocatalytic hydrogen atom transfer is a very powerful strategy for the regioselective C(sp 3 )-H functionalization of organic molecules. Herein, we report on the unprecedented combination of decatungstate hydrogen atom transfer photocatalysis with the oxidative Radical-Polar Crossover concept to access the direct net-oxidative C(sp 3 )-H heteroarylation. The present methodology demonstrates a high functional group tolerance (40 examples) and is scalable when using continuous-flow reactor technology. The developed protocol is also amenable to the late-stage functionalization of biologically relevant molecules such as stanozolol, (-)-ambroxide, podophyllotoxin and dideoxyribose.
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