Studies on the Deprotection of Triisopropylsilylarylacetylene Derivatives
Several conditions to deprotect triisopropylsilylarylacetylenes were examined. The triisopropylsilyl protecting group was efficiently removed under mild conditions with 1.5 equiv. of AgF in methanol, a protocol recently reported by Kim. A mixture of AgNO3/ KF gave lower yields. Other conditions usin...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2011 |
| País: | México |
| Institución: | Universidad Autónoma del Estado de Hidalgo |
| Repositorio: | Redalyc-UAEH |
| OAI Identifier: | oai:redalyc.org:47521300001 |
| Acceso en línea: | https://www.redalyc.org/articulo.oa?id=47521300001 |
| Access Level: | acceso abierto |
| Palabra clave: | Química TIPS acetylene Desylylation silver fluoride alkyne protecting group |
| Sumario: | Several conditions to deprotect triisopropylsilylarylacetylenes were examined. The triisopropylsilyl protecting group was efficiently removed under mild conditions with 1.5 equiv. of AgF in methanol, a protocol recently reported by Kim. A mixture of AgNO3/ KF gave lower yields. Other conditions using combinations of a transition metal, Cu(I), Co(II), Hg(II), and KF failed to react or produced decomposition. The AgF deprotection of TIPS-acetylenes allowed preparation of aryl and heteroaryl terminal alkynes. |
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