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Hidroaminación catalítica de olefinas no activadas utilizando un catalizador Co para la síntesis de moléculas

Hiroki Shigehisa¹, Natsumi Koseki, Nao Shimizu

¹Faculty of Pharmacy, Musashino University , 1-1-20 Shinmachi Nishitokyo-shi, Tokyo 202-8585, Japan.

Journal of the American Chemical Society

|September 20, 2014

Resumen

Este estudio introduce un método suave y tolerante al grupo funcional para sintetizar heterociclos que contienen nitrógeno a través de la hidroaminación intramolecular de olefinas no activadas. La reacción utiliza un complejo salino de cobalto y procede eficientemente a temperatura ambiente.

Área de la Ciencia:

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

Sus antecedentes:

La tolerancia del grupo funcional es crucial para la síntesis de moléculas complejas.
La hidroaminación intramolecular ofrece una ruta directa a los heterociclos que contienen nitrógeno.

Objetivo del estudio:

Desarrollar un método leve, general y tolerante al grupo funcional para la hidroaminación intramolecular.
Para sintetizar diversos compuestos heterocíclicos que contienen nitrógeno.

Principales métodos:

Utilizó un complejo salino de cobalto como catalizador.
Se empleó una sal de N-fluoropiridinium y un reactivo de disiloxano.
Realizó la reacción en condiciones suaves (temperatura ambiente o 0 °C).

Principales resultados:

Se logra la hidroaminación intramolecular de las olefinas no activadas.
Sintetizó con éxito heterociclos que contienen nitrógeno de tres, cinco, seis y siete miembros.
Compatibilidad demostrada con una amplia gama de grupos funcionales.

Conclusiones:

El método desarrollado es leve, general y exhibe una excelente tolerancia de grupo funcional.
Este enfoque proporciona una ruta eficiente a los valiosos andamios heterocíclicos que contienen nitrógeno.

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