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![[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Photocatalytic Decyanative Borylation of Dicyanoarenes Enabled by Radical-Radical Coupling
Naoki Yasukawa1, Ryota Nomura1, Waka Okada1
1Department of Life Science and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya, Aichi466-8555, Japan.
Abstract:
Cyanoarenes are important scaffolds in pharmaceutical and materials science and serve as versatile building blocks in synthetic chemistry. Herein, we report an orthogonal strategy for the decyanative borylation of dicyanoarenes via radical-radical coupling between amine-ligated boryl radicals and dicyanoarene-derived radical anions, enabled by an oxidative quenching photoredox cycle. Importantly, the resulting amine-borane adducts readily engage in Suzuki-Miyaura cross-couplings with aryl halides, including late-stage functionalization of bioactive compounds.
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