Sutcliffe, O B and Storr, R C and Gilchrist, T L and Rafferty, P (2000) Cycloadditions to pyrrolo[1,2-c]thiazoles and pyrazolo[1,5-c]thiazoles. Tetrahedron, 56 (51). pp. 10011-10021. ISSN 0040-4020
Full text not available in this repository. (Request a copy from the Strathclyde author)Official URL: http://dx.doi.org/10.1016/S0040-4020(00)00956-X
Abstract
The pyrrolo[1,2-c]thiazole generated by dehydration of dimethyl 5-methyl-1H,3H-pyrrolo[1,2-c]thiazole-6,7-dicarboxylate 2-oxide acts as a thiocarbonyl ylide in its cycloaddition to electron deficient alkenes but as an azomethine ylide with electron deficient alkynes. The analogous pyrazolo[1,5-c]thiazole, generated similarly, acts as a thiocarbonyl ylide with both types of dipolarophile. This behaviour is partially explained by Frontier MO theory.
| Item type: | Article |
|---|---|
| ID code: | 31969 |
| Keywords: | dipolar cycloaddition, thiocarbonyl ylide, azomethine ylide, pyrrolo[1,2-c]thiazole, pyrazolo[1,5-c]thiazole, frontier MO theory, thiazole system, parameters, Pharmacy and materia medica |
| Subjects: | Medicine > Pharmacy and materia medica |
| Department: | Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences |
| Related URLs: | |
| Depositing user: | Pure Administrator |
| Date Deposited: | 13 Jul 2011 09:57 |
| Last modified: | 12 Mar 2012 11:29 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/31969 |
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