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Chem Asian J. 2013 Jul;8(7):1408-11. doi: 10.1002/asia.201300267. Epub 2013 Apr 26.

DDQ-induced dehydrogenation of heterocycles for C-C double bond formation: synthesis of 2-thiazoles and 2-oxazoles.

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  • 1Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education and College of Chemistry & Materials Science, Northwest University, Xi'an Shaanxi 710069, PR China.


Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.

Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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