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Updated: Sep 19, 2025

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Published on: June 23, 2023
I2/PIDA Mediated Regioselective Metal-Free Synthesis of Aryl Selenoether-Linked Trisubstituted Thiazoles
Danish Ali1, Nurabul Mondal1, Lokman H Choudhury1
1Department of Chemistry, Indian Institute of Technology Patna, Bihta, Patna 801106, India.
Abstract:
A regioselective metal-free C-Se bond-forming methodology for the preparation of trisubstituted thiazoles linked with aryl selenoethers has been developed from the reaction of disubstituted thiazoles and diaryl diselenides in the presence of 20 mol % molecular iodine and PIDA as an oxidant in DMF medium. A wide range of disubstituted thiazoles bearing two aryl or aryl and coumarin moieties was found suitable for this transformation. The notable features of this method are sp2-C-H functionalization of the C-5 position of the thiazole, metal-free conditions, a wide substrate scope, regioselective product, as well as the presence of medicinally important thiazole and aryl selenoether moieties in the products.
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