Bis(pyridine)iodonium Tetrafluoroborate (IPy2BF4): a versatile oxidizing reagent
The use of bis(pyridine)iodonium tetrafluoroborate (IPy2BF4) as an oxidizing agent towards different types of alcohols is reported. The observed reactivity involves different reaction pathways, as a function both of the structures of the starting materials and of the experimental conditions. Interes...
| Autores: | , , , , |
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| Formato: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2004 |
| País: | Argentina |
| Recursos: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/26833 |
| Acesso em linha: | http://hdl.handle.net/11336/26833 |
| Access Level: | acceso abierto |
| Palavra-chave: | Oxidations Iodations Iodonium Bis Pyridine Iodonium https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Resumo: | The use of bis(pyridine)iodonium tetrafluoroborate (IPy2BF4) as an oxidizing agent towards different types of alcohols is reported. The observed reactivity involves different reaction pathways, as a function both of the structures of the starting materials and of the experimental conditions. Interestingly, the title iodine-containing compound is capable of a tuneable reaction with simple cycloalkanols, providing straight and selective access either to ω-iodocarbonyl compounds or to ketones, a previously unreported and chemoselective range of oxidation potential. Furthermore, appropriate conditions for the preparation of aldehydes and esters from primary alcohols by easily performed experimental procedures were also established. The β-scission reactions of cycloalkanols and the α-oxidation processes of primary, secondary and benzylic alcohols are discussed. |
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