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La α-cianatización redox-neutral de las aminas

Longle Ma¹, Weijie Chen, Daniel Seidel

¹Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, USA.

Journal of the American Chemical Society

|September 12, 2012

Resumen

Los ácidos carboxílicos simples catalizan nuevas reacciones para producir α-aminonitriles, que por lo general son inaccesibles a través de la química tradicional de Strecker. Estos métodos ofrecen una vía redox neutral para la síntesis de valiosos intermediarios químicos.

Área de la Ciencia:

Química orgánica es la química orgánica.
Química sintética de la química sintética.

Sus antecedentes:

La química tradicional de Strecker es un método común para sintetizar los α-aminonitriles.
Ciertos α-aminonitriles siguen siendo inaccesibles a través de las rutas sintéticas establecidas.

Objetivo del estudio:

Desarrollar nuevos métodos redox neutrales para la síntesis de α-aminonitriles.
Para explorar los sistemas catalíticos para estas transformaciones sin precedentes.

Principales métodos:

La α-cianatización directa de aminas seguida de la N-alquilación.
La isomerización de los α-aminonitriles.
Catálisis utilizando ácidos carboxílicos simples.

Principales resultados:

Síntesis exitosa de α-aminonitriles previamente inaccesibles por la química de Strecker.
Demostración de las vías de reacción redox-neutra.
Los ácidos carboxílicos catalizan efectivamente estas transformaciones.

Conclusiones:

Desarrolló nuevas rutas sintéticas para valiosos compuestos α-aminonitril.
Los ácidos carboxílicos establecidos como catalizadores efectivos para la α-cianatión/N-alquilación directa de aminas y la isomerización de α-aminonitril.
Proporcionó vías accesibles para la síntesis de complejas estructuras de α-aminonitril.

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