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

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 ? 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 ? sp3 C-H alcohols. The observed reactivity may have significant implications for chemical transformations.

SUBMITTER: Niu L 

PROVIDER: S-EPMC6349847 | biostudies-other | 2019 Jan

REPOSITORIES: biostudies-other

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

Niu Linbin L   Liu Jiamei J   Liang Xing-An XA   Wang Shengchun S   Lei Aiwen A  

Nature communications 20190128 1

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<sup>3</sup> C-H arylation of alcohol, even in the presence of ether. The N-F activation of selectfluor under b  ...[more]