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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Visible-Light Photoredox Catalysis: Enabling [2π+2σ] Dearomative Cycloaddition of Unactivated Indoles with
Shi-Ru Chen1, Yu-Bo Xia1, Qin-Hua Song1
1Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
Abstract:
Dearomative [2+2] photocycloadditions of indoles with unsaturated functionalities via the energy transfer (EnT) process have been the subject of extensive investigation. In this work, we developed a dearomative [2π+2σ] photocycloaddition of unactivated indoles tethered with bicyclo[1,1,0]butyl units (BCBs) through photoredox catalysis, which enabled the construction of a series of N-heteropolycyclic three-dimensional (3D) molecular architectures. The photoredox catalysis mechanism has been comprehensively validated by a series of control experiments, Stern-Volmer quenching assays, and competition experiments. This protocol offers a novel catalytic pathway that is inaccessible via the EnT route and features a broad substrate scope, a simple reaction system, and straightforward operational procedures.
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