Issue 26, 2017

Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst

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.

Graphical abstract: Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst

Supplementary files

Article information

Article type
Communication
Submitted
20 Feb 2017
Accepted
06 Mac 2017
First published
06 Mac 2017

Chem. Commun., 2017,53, 3689-3692

Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst

C. Song, H. Yi, B. Dou, Y. Li, A. K. Singh and A. Lei, Chem. Commun., 2017, 53, 3689 DOI: 10.1039/C7CC01339F

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