Santhosh, C. and Singh, K. R. and Mane,, Manoj V. and Sheela, K. and Sharath, K. and Sadashiva, M. P. Base-promoted regioselective synthesis of alkyl (2-tosyl/4-ethylcarbonyl) thiazole-5-carboxylates employing dithioates and active methylene isocyanides. New Journal of Chemistry, 49 (11). pp. 4604-4614. ISSN 1144-0546
Full text not available from this repository. (Request a copy)Abstract
Herein, we report highly efficient and base-promoted approaches for the diversity-oriented synthesis of 2,5- and 4,5-disubstituted thiazoles using alkyl 2-(methylthio)-2-thioxoacetates as synthetic precursors. The transformation involves the regioselective cyclization reaction between dithioates and active methylene isocyanides, leading to the tosyl and ester-substituted thiazoles at the 2nd and 4th positions, respectively. Notably, the reactions occur rapidly at room temperature under metal-free mild conditions, highlighting the practical applicability of this protocol. The methodology exhibits broad functional group compatibility at the 5th position of the thiazole, accompanied by excellent yields, providing a valuable alternative to existing synthetic routes. The regioselective cyclized products were characterized and confirmed through single-crystal X-ray diffraction studies. Furthermore, it enriches the DFT-mechanistic studies for selective cyclization.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | Thiazoles, Approximation, Derivatives, Sensitizers, Fluorophore, Discovery, Design, Energy, Agents, Azides |
| Subjects: | C Chemical Science > Chemistry |
| Divisions: | Department of > Chemistry |
| Depositing User: | Ms Varalakshmi |
| Date Deposited: | 31 Oct 2025 10:36 |
| Last Modified: | 03 Nov 2025 05:48 |
| URI: | http://eprints.uni-mysore.ac.in/id/eprint/17895 |
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