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Efficient access to 5-substituted thiazoles by a novel metallotropic rearrangement |
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| Authors: | Alfonso Zambon Giuseppe Borsato Stefania Brussolo Pietrogiulio Frascella Vittorio Lucchini |
| Affiliation: | Department of Environmental Sciences, Università Ca’ Foscari, S. Marta 2137, Venice, Italy |
| Abstract: | A novel rearrangement process involving the migration of trimethylstannanyl or trimethylsilanyl groups around the thiazole ring provides access to either 2- or 5-metallated thiazoles by tuning the reaction conditions. The proposed mechanism, based on experimental evidence, is characterized by the catalytic role of thiazole bisadducts as metal-transfer agents. |
| Keywords: | Base-catalyzed halogen dance Substituted thiazoles Metallotropic rearrangement |
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