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Updated: May 14, 2025
![[DPEPhosbcpCu]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)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Copper-Catalyzed Stereoselective Cyanation/Phosphorylation of Formamides with TMSCN and P(O)-H Bonds
Weifeng Xu1, Liyong Fan1, Zikang Li2
1Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang, 414006, P. R. China.
Abstract:
A novel copper-catalyzed approach for the stereoselective cyanation and phosphorylation of formamides has been developed. This protocol enables the direct conversion of a broad range of formamides and phosphorylation agents, including H-phosphonates, H-phosphinates, and H-phosphine oxides, into the target cyanation/phosphorylation products with good to excellent yields. Notably, when optically active H-phosphinates are employed, the transformation exhibits exceptional stereoselectivity. In combination with DFT calculation and systematic step-by-step control experiments, a possible reaction mechanism is proposed.
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