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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
Photo/Copper-Catalyzed Oxidative Direct Diphosphorothiolation of Indolin-2-ones with P(O)SH Compounds
Pengbo Zhang1, Xinyi Guo1, Mengke Yang1
1School of Public Health, Henan Medical University, Xinxiang453003, China.
Researchers developed a new visible-light method for synthesizing phosphorothiolated oxindoles. These compounds show promise as butyrylcholinesterase inhibitors, potentially aiding Alzheimer
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Photocatalysis
Background:
- Oxindoles are a privileged scaffold in medicinal chemistry.
- Developing efficient methods for functionalizing oxindoles is crucial.
- Butyrylcholinesterase (BuChE) is a target for Alzheimer's disease therapeutics.
Purpose of the Study:
- To develop a novel visible-light-promoted cross-dehydrogenative coupling (CDC) reaction.
- To synthesize 3,3-diphosphorothiolated oxindoles.
- To explore the potential of these compounds as BuChE inhibitors.
Main Methods:
- Visible-light photocatalysis.
- Cross-dehydrogenative coupling (CDC) reaction.
- Reaction of indolin-2-ones with S-hydrogen phosphorothioates.
Main Results:
- Successful synthesis of 3,3-diphosphorothiolated oxindoles in good yields.
- Demonstrated broad functional group tolerance.
- Extended the protocol to monophosphorothiolation and late-stage diversification.
- Identified compounds with potent and selective BuChE inhibitory activity.
Conclusions:
- A new visible-light-driven CDC protocol for oxindole functionalization was established.
- The synthesized compounds exhibit promising BuChE inhibitory activity.
- These findings suggest potential therapeutic leads for Alzheimer's disease.
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