Issue 10, 2017

Photoredox catalytic intramolecular imine C–H bond functionalization using ligand free Cu(ii) salts

Abstract

Photocatalysis is a powerful method for organic synthesis because of the lack of side products/waste materials and high efficiency, but suitable reaction types are still underexplored. Inspired by the function of a directing group for C–H bond activation, we induce the directing group notion into photocatalysis to activate the C–H bond through light treatment only if any metal-directing group complexes are photoinitiators. Herein, we found that conjugated N,O-bidentate copper(II) complexes were novel photoinitiators, and thereby could be used as the directing group to activate their intramolecular imine C(sp2)–H to produce the corresponding cyclized products via a UV triggered free radical mechanism.

Graphical abstract: Photoredox catalytic intramolecular imine C–H bond functionalization using ligand free Cu(ii) salts

Supplementary files

Article information

Article type
Research Article
Submitted
03 May 2017
Accepted
05 Jul 2017
First published
06 Jul 2017

Org. Chem. Front., 2017,4, 2022-2025

Photoredox catalytic intramolecular imine C–H bond functionalization using ligand free Cu(II) salts

X. Ren, Q. Wang, W. Yu, X. Zhan, Y. Yao, B. Qin, M. Dong and X. He, Org. Chem. Front., 2017, 4, 2022 DOI: 10.1039/C7QO00348J

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