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Updated: Dec 28, 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 Remote C(sp3)-H Phosphorothiolation of Sulfonamides and Carboxamides in a Multicomponent Reaction
Shanshan Shi1, Pengbo Zhang2, Chen Luo1
1Department of Chemistry, College of Chemistry and Chemical Engineering, and the Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen, Fujian 361005, China.
Abstract:
The catalytic C(sp3)-H functionalization is highly desirable yet challenging in organic synthesis. Incorporation of the SP(O)(OR)2 group through C(sp3)-H functionalization remains unexplored. We herein report an unprecedented protocol for phosphorothiolation of primary and secondary C(sp3)-H via a multicomponent reaction with N-fluoro-substituted amides, elemental sulfur, and P(O)H compounds involving a sequence of amidyl radical generation, 1,5-HAT, and a Cu-catalyzed cross coupling of the resulting carbon radical with (RO)2P(O)SH (generated in situ).
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