Work

PIDA as an Iodinating Reagent: Visible‐Light‐Induced Iodination of Pyrazolo[1,5‐a]pyrimidines and Other Heteroarenes

Year: 2024

Type: article

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.

Source: Chemistry - An Asian Journal

DOI: 10.1002/asia.202401101

Authors: Suvam Paul, Sourav Das, Tathagata Choudhuri, Papiya Sikdar, Avik Kumar Bagdi

Institution: University of Kalyani

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Department of Science and Technology, Ministry of Science and Technology, India, University of Kalyani, Science and Engineering Research Board

Award: G821798662