Issue 6, 2018

Photoinduced oxidative activation of electron-rich arenes: alkenylation with H2 evolution under external oxidant-free conditions

Abstract

The dehydrogenative cross-coupling of arenes and alkenes is a particularly ideal approach for the synthesis of aryl alkenes. Herein, we report a photo-induced C–H/C–H cross-coupling between electron-rich arenes and styrene derivatives using a dual catalytic system containing an acridinium photosensitizer and a cobaloxime proton-reducing catalyst. This catalytic system enables the Csp2–Csp2 bond formation accompanying H2 evolution. Various substituted aryl alkenes can be afforded with good to excellent yields and high β-regioselectivity.

Graphical abstract: Photoinduced oxidative activation of electron-rich arenes: alkenylation with H2 evolution under external oxidant-free conditions

Supplementary files

Article information

Article type
Edge Article
Submitted
26 Oct 2017
Accepted
08 Dec 2017
First published
08 Dec 2017
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2018,9, 1521-1526

Photoinduced oxidative activation of electron-rich arenes: alkenylation with H2 evolution under external oxidant-free conditions

X. Hu, G. Zhang, F. Bu, X. Luo, K. Yi, H. Zhang and A. Lei, Chem. Sci., 2018, 9, 1521 DOI: 10.1039/C7SC04634K

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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