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Updated: Jan 17, 2026
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Electrosynthesis of 4-Aryl-2-Thiazolidinone Derivatives from Aryl Alkenes with KSCN and H2O
Yu-Fang Tan1, Jia-Yi Luo1, Zhi Guan1
1Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
Abstract:
A novel electrochemical method for the direct synthesis of 2-thiazolidinone derivatives is reported. Readily available aryl alkenes, KSCN and H2O are utilized as starting materials to produce 4-aryl-2-thiazolidinones in moderate to satisfactory yields. KSCN acts as a radical precursor and nucleophile, while H2O participates in the formation of carbamoyl groups, ensuring high atom economy. The reaction proceeds under mild and environmentally friendly conditions, constructing the 2-thiazolidinone heterocycle without the need for metals, catalysts, external oxidants, or sacrificial agents. It exhibits excellent product diversity and functional-group tolerance. The reaction is conducted in an undivided cell under open-air conditions and is operationally simple. Late-stage modification of natural products, and scale-up synthesis further demonstrate the practical application of the method.
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