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Updated: Jun 8, 2025

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PIDA as an Iodinating Reagent: Visible-Light-Induced Iodination of Pyrazolo[1,5-a]pyrimidines and Other Heteroarenes
Suvam Paul1, Sourav Das1, Tathagata Choudhuri1
1Department of Chemistry, University of Kalyani, Kalyani, 741235, India.
Abstract:
We have developed a visible-light-mediated convenient and efficient strategy for the iodination of heteroarenes using diacetoxyiodobenzene (PIDA) under photocatalyst-free conditions. This unique approach is the first report on photocatalytic C-H iodination employing PIDA as the iodinating agent. The new photocatalyst-free strategy is applicable to a wide range of pyrazolo[1,5-a]pyrimidine derivatives with various functionalities. Iodination of other electron-rich heterocycles like imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine, imidazo[2,1-b]thiazole, benzo[d]imidazo[2,1-b]thiazole, and pyrazoles has been accomplished employing this benign protocol. The usefulness of 3-iodo pyrazolo[1,5-a]pyrimidine as a synthetic intermediate in synthesizing various functionalized pyrazolo[1,5-a]pyrimidines has been demonstrated.
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