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

Chemical Science Pub Date: 2017-12-08 DOI: 10.1039/C7SC04634K

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
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