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La aminofluorización radical catalizada por plata de alquenos no activados en medios acuosos
Zhaodong Li1, Liyan Song, Chaozhong Li
1Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, PR China.
Journal of the American Chemical Society
|March 20, 2013
Resumen
Este estudio introduce un nuevo método catalítico para la síntesis de compuestos fluorados. Las condiciones leves producen eficientemente gamma-lactamas sustituidas por 5-fluorometil a partir de alquenos no activados mediante catálisis de plata.
Área de la Ciencia:
- Química orgánica es la química orgánica.
- Química Medicinal La Química Medicinal es un campo de estudio de la química medicinal.
Sus antecedentes:
- Los compuestos orgánicos fluorados son cruciales en los productos farmacéuticos y agroquímicos.
- La síntesis eficiente de heterociclos fluorados sigue siendo un desafío.
Objetivo del estudio:
- Desarrollar un método suave y catalítico para la aminofluorización intramolecular de alquenos no activados.
- Para sintetizar las gamma-lactamas sustituidas por 5-fluorometil.
Principales métodos:
- La aminofluoración intramolecular catalítica mediante el nitrato de plata (AgNO3) y el Selectfluor.
- Reacción de las N-arylpent-4-enamidas en diclorometano/agua.
Principales resultados:
- Síntesis eficiente de los gamma-lactamas sustituidos por 5-fluorometil.
- Demostró condiciones de reacción suaves y eficiencia catalítica.
Conclusiones:
- El método desarrollado proporciona una ruta fácil a los valiosos lactamos fluorados.
- Se propone un mecanismo que involucra la generación de radicales catalizados por plata y la transferencia de flúor.
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