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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
Photoinduced EDA-complex-mediated late-stage C-H iodination of arenes using aryldibenzothiophenium salts under air
Yan Ni1, Pingyang Sun1, Miaoting Wang1
1Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, School of Chemistry and Chemical Engineering, Huaibei Normal University Huaibei Anhui 235000 P. R. China zping90950@126.com.
Abstract:
We report a visible-light-driven, metal-free iodination of arenes using aryldibenzothiophenium (Ar-DBT) salts and potassium iodide. This transformation operates efficiently under air with KI as the optimized iodide source, forming an electron donor-acceptor (EDA) complex that generates aryl radicals upon visible-light irradiation. This protocol exhibits broad functional group tolerance across electronically diverse arenes, heterocycles, and sterically congested substrates. Notably, the synthetic utility of this protocol is demonstrated through the late-stage diversification of a wide array of structurally complex bioactive, agrochemical molecules, and functional molecules, as well as the efficient synthesis of dihalogenated xantphos derivatives.
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