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Published on: May 21, 2019
Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst
Chunlan Song1, Hong Yi1, Bowen Dou1
1College of Chemistry and Molecular Sciences, The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei 430072, People's Republic of China. aiwenlei@whu.edu.cn.
Abstract:
In this work, a direct C-H activation of thiophenes was presented via an oxidation pathway under visible-light irradiation, in which the thiophene radical cation serves as the key intermediate. Various thiophenes and azoles could be transformed into the corresponding amination products well, and H2O was the only byproduct which is environmentally benign. Our results showed that tert-butyl nitrite (TBN) served as the electron transfer mediator and O2 as the terminal oxidant to regenerate the photocatalyst DDQ and revive the photocatalytic cycle.
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