Visible light-induced direct α C–H functionalization of alcohols

Linbin Niu, Jiamei Liu, Xing-An Liang, Shengchun Wang and Aiwen Lei ()
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Linbin Niu: the Institute for Advanced Studies (IAS), Wuhan University
Jiamei Liu: the Institute for Advanced Studies (IAS), Wuhan University
Xing-An Liang: the Institute for Advanced Studies (IAS), Wuhan University
Shengchun Wang: the Institute for Advanced Studies (IAS), Wuhan University
Aiwen Lei: the Institute for Advanced Studies (IAS), Wuhan University

Nature Communications, 2019, vol. 10, issue 1, 1-7

Abstract: Abstract Considering the synthetic value of introducing active alcoholic hydroxyl group, developing C–H functionalization of alcohols is of significance. Herein, we present a photochemical method that under visible light irradiation, selectfluor can effectively promote the oxidative cross-coupling between alcohols and heteroarenes without the external photocatalysis, achieving the selective α sp3 C–H arylation of alcohol, even in the presence of ether. The N-F activation of selectfluor under blue LEDs irradiation is evidenced by electron paramagnetic resonance (EPR) study, which is the key process for the oxidative activation of α sp3 C–H alcohols. The observed reactivity may have significant implications for chemical transformations.

Date: 2019
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DOI: 10.1038/s41467-019-08413-9

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