A single-step preparation of thiazolo[5,4-b]pyridine- and thiazolo[5,4-c]pyridine derivatives from chloronitropyridines and thioamides, or thioureas
✍ Scribed by Kiran P. Sahasrabudhe; M. Angels Estiarte; Darlene Tan; Sheila Zipfel; Matthew Cox; Donogh J. R. O'Mahony; William T. Edwards; Matthew A. J. Duncton
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2009
- Tongue
- English
- Weight
- 109 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.185
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✦ Synopsis
Abstract
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A one‐step synthesis of thiazolo[5,4‐b]pyridines from an appropriately substituted chloronitropyridine and thioamide, or thiourea, is presented. In particular, the reaction was used to prepare a large number of 6‐nitrothiazolo[5,4‐b]pyridine derivatives, bearing hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, heteroaryl, and amine substituents at the 2‐position. The reaction could also be extended to produce a thiazolo[4,5‐c]pyridine derivative and thiazolo[5,4‐b]pyridines with alternative substituents on the pyridinoid ring. J. Heterocyclic Chem., (2009).
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