Visible-Light-Induced C(sp3)-H Oxidative Arylation with Heteroarenes

Xing-An Liang; Linbin Niu; Shengchun Wang; Jiamei Liu; Aiwen Lei

doi:10.1021/acs.orglett.9b00744

Visible-Light-Induced C(sp³)-H Oxidative Arylation with Heteroarenes

Org Lett. 2019 Apr 5;21(7):2441-2444. doi: 10.1021/acs.orglett.9b00744. Epub 2019 Mar 12.

Authors

Xing-An Liang¹, Linbin Niu¹, Shengchun Wang¹, Jiamei Liu¹, Aiwen Lei¹

Affiliation

¹ Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences , Wuhan University , Wuhan , Hubei 430072 , People's Republic of China.

PMID: 30859833
DOI: 10.1021/acs.orglett.9b00744

Abstract

Considering the ubiquitous C(sp³)-H and the important value of alkylated heteroarenes, developing a universal method for C(sp³)-H arylation with heteroarenes is significant. Herein, we proposed a method where Selectfluor can promote the oxidative C(sp³)-H arylation with heteroarenes without external photocatalysis under visible-light irradiation. By EPR study, the N-F activation of Selectfluor by blue LED irradiation can generate the N radical cation, which is the key step for this conversion.

Publication types

Research Support, Non-U.S. Gov't