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![[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
Visible Light-Mediated Thiolation of Substituted 1,4-Naphthoquinones Using Eosin Y as a Photoredox Catalyst
Bhawana Nagar1, Basab Bijayi Dhar1
1Department of Chemistry, School of Natural Sciences, Shiv Nadar University, Dadri, Gautam Buddha Nagar, UP 201314, India.
Abstract:
In the presence of eosin Y, a visible light-induced one-step procedure (isolated yield of ≥75%) for thiolation of substituted 1,4-naphthoquinones using various aromatic and aliphatic thiols at room temperature is described herein. The rate-determining step of the reaction is thiyl radical generation, and the radical was characterized by high-resolution mass spectrometry. Cost effectiveness, operational simplicity, a short reaction time, high atom economy, and a very good yield make this photoredox-mediated process a useful alternative to the transition metal (e.g., Cu, Ag, and Pd)-catalyzed coupling reaction of quinones with thiols or disulfides.
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