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Borilación alifática de C-H N-dirigida utilizando equivalentes de cationes de borenio.
Aleksandrs Prokofjevs1, Edwin Vedejs
1Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA.
Journal of the American Chemical Society
|November 16, 2011
Resumen
Los cationes de boro altamente electrófilos de los complejos de amina borano obstaculizados facilitan la borilación alifática intramolecular de C-H. Este descubrimiento avanza en la síntesis orgánica al permitir la funcionalización selectiva de los enlaces C-H.
Área de la Ciencia:
- Química orgánica es la química orgánica.
- Química organometálica Química orgánica de los metales.
Sus antecedentes:
- Los complejos de borano-amino inhibidos son precursores de las especies reactivas de boro.
- La borilación alifática C-H es una transformación clave en la síntesis orgánica.
Objetivo del estudio:
- Para investigar la reactividad de cationes de boro altamente electrófilos.
- Para explorar la aplicación de estos cationes en la borilación alifática C-H intramolecular.
Principales métodos:
- Generación de cationes de boro electrófilos a partir de complejos de aminoboro obstaculizados.
- Reacción de estos cationes con sustratos que contienen enlaces alifáticos C-H.
Principales resultados:
- Demostración de la borilación intramolecular alifática de C-H mediada por los cationes de boro.
- Identificación del alcance y las limitaciones de la reacción.
Conclusiones:
- Los cationes de boro altamente electrófilos son reactivos efectivos para la borilación C-H intramolecular.
- Esta metodología ofrece una nueva ruta para la funcionalización de los enlaces alifáticos C-H.
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