Palladium-Catalyzed Template Directed C‑5 Selective Olefination of Thiazoles

An efficient method has been developed to afford highly C-5 selective olefination of thiazole derivatives utilizing a bifunctional template in an intermolecular fashion. Coordinative interaction between the substrates and the metal chelated template backbone plays a crucial role in high C-5 selectiv...

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Bibliographic Details
Published in:Journal of organic chemistry 2019-06, Vol.84 (12), p.8315-8321
Main Authors: Achar, Tapas Kumar, Biswas, Jyoti Prasad, Porey, Sandip, Pal, Tapas, Ramakrishna, Kankanala, Maiti, Siddhartha, Maiti, Debabrata
Format: Article
Language:English
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Summary:An efficient method has been developed to afford highly C-5 selective olefination of thiazole derivatives utilizing a bifunctional template in an intermolecular fashion. Coordinative interaction between the substrates and the metal chelated template backbone plays a crucial role in high C-5 selectivity. Excellent selectivity for the C-5 position was observed while mono substituted (2- or 4-) or even more challenging unsubstituted thiazoles were employed.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b01074