Organic letters

Regiocontrolled synthesis of substituted thiazoles

KJ Hodgetts, MT Kershaw

Index: Hodgetts, Kevin J.; Kershaw, Mark T. Organic Letters, 2002 , vol. 4, # 8 p. 1363 - 1365

Full Text: HTML

Citation Number: 56

Abstract

The classical method for the synthesis of thiazoles is the Hantzsch process, in which an α-haloketone is condensed with a thioamide. 5 This method gives excellent yields for simple thiazoles; however, for some substituted examples low yields have been reported as a result of dehalogenation of the α-haloketone during the reaction. 4,6 Notwithstanding the Hantzsch process and other methods, 7 we required a flexible route that would give high yielding and rapid access to ...

Related Articles:

Copper (II)-catalyzed oxidation of 4-carboxythiazolines and 4-carboxyoxazolines to 4-carboxythiazoles and 4-carboxyoxazoles

[Wang, Yiyun; Li, Ziyuan; Huang, Yue; Tang, Changhua; Wu, Xiaoming; Xu, Jinyi; Yao, Hequan Tetrahedron, 2011 , vol. 67, # 38 p. 7406 - 7411]

Oxidation of 4-carboxylate thiazolines to 4-carboxylate thiazoles by molecular oxygen

[Huang, Yue; Gan, Haifeng; Li, Shang; Xu, Jinyi; Wu, Xiaoming; Yao, Hequan Tetrahedron Letters, 2010 , vol. 51, # 13 p. 1751 - 1753]

Oxidation of 4-carboxylate thiazolines to 4-carboxylate thiazoles by molecular oxygen

[Huang, Yue; Gan, Haifeng; Li, Shang; Xu, Jinyi; Wu, Xiaoming; Yao, Hequan Tetrahedron Letters, 2010 , vol. 51, # 13 p. 1751 - 1753]

Synthesis of substituted esters of imidazoles, oxazoles, thiazoles, and diethyl pyrazine-2, 5-dicarboxylate from a common acyclic precursor employing C-formylation …

[Tetrahedron Letters, , vol. 55, # 16 p. 2671 - 2674]

Synthesis of Oxazolidines, Thiazolidines, and 5, 6, 7, 8-Tetrahydro-1H, 3H-pyrrolo [1, 2-c] oxazole (or thiazole)-1, 3-diones from β-Hydroxy-or β-Mercapto-α-amino …

[Badr, Mahmoud Zarif Amin; Aly, Morsy Mohamed; Fahmy, Atiat Mohamed; Mansour, Mansour Esmael Younis Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 6 p. 1844 - 1847]

More Articles...