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Aminación C-H intermolecular tipo Ritter de carbono sp3 no activado

Quentin Michaudel¹, Damien Thevenet, Phil S Baran

¹Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.

Journal of the American Chemical Society

|January 27, 2012

Resumen

Una nueva reacción intermolecular de tipo Ritter permite la aminación C-H de carbono no activado utilizando acetonitrilo. Este método ofrece una ruta directa a los hidrocarburos aminados, tolerando varios grupos funcionales bajo condiciones suaves.

Área de la Ciencia:

Química orgánica es la química orgánica.
La catálisis es la catálisis.
Metodología sintética de la metodología sintética.

Sus antecedentes:

La funcionalización directa de C-H es un objetivo clave en la síntesis orgánica.
La aminación de enlaces C-H sp3 no activados sigue siendo un desafío.
Los métodos existentes a menudo requieren prefuncionalización o grupos de dirección.

Objetivo del estudio:

Desarrollar una nueva reacción intermolecular tipo Ritter para la aminación C-H.
Para lograr una aminación directa de los enlaces C-H sp3 no activados.
Para utilizar reactivos fácilmente disponibles y de bajo costo.

Principales métodos:

Desarrollo de un protocolo de aminación C-H de tipo Ritter intermolecular.
Utilizando acetonitrile como una fuente de nitrógeno de bajo costo.
Empleando condiciones de reacción suaves.

Principales resultados:

Aminación exitosa de enlaces C-H sp3 no activados.
Amplio alcance de sustrato con tolerancia para diversos grupos funcionales.
Aminación directa C-H de hidrocarburos como el ciclohexano sin prefuncionalización.

Conclusiones:

Se ha establecido un nuevo y eficiente método para la aminación C-H intermolecular.
La reacción proporciona una vía directa para la síntesis de compuestos aminados.
Esta metodología simplifica el acceso a los hidrocarburos funcionalizados.

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