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Updated: Jun 5, 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
Highly Regioselective Modular Assembly of 3-Phosphonyl Polysubstituted Pyridines through Radical Cascade Cyclization
Tongyan Yu1, Hairui Ni1, Siyan Fan1
1Department of Chemistry, College of Sciences, Nanjing Agricultural University, Nanjing 210095, P. R. China.
Abstract:
A series of 3-phosphonyl polysubstituted pyridine were first synthesized by photocatalysis, combining a phosphonyl radical cascade reaction, Boc deprotection, and aromatization. This strategy can avoid the difficulties of activating the C3-H bond on pyridine to synthesize 3-phosphonylpyridine under mild conditions. Furthermore, by constructing different enynes, we can achieve the metal-free modular synthesis of 3-phosphonyl polysubstituted pyridine, which will be transferred into a new type of phosphine ligand. This is of significance for organometallic catalysis. The regioselective control and detailed reaction mechanism of the cascade reaction are explained by DFT calculations.
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