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

Nat Commun

College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan, Hubei, 430072, China.

Published: January 2019

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 sp 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 sp C-H alcohols. The observed reactivity may have significant implications for chemical transformations.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6349847PMC
http://dx.doi.org/10.1038/s41467-019-08413-9DOI Listing

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