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Ir ((III) - La haloamidación estereoselectiva catalizada de los alquinos habilitada por la participación de los

Seung Youn Hong^1,2, Junsoo Son^1,2, Dongwook Kim^1,2

¹Department of Chemistry , Korea Advanced Institute of Science and Technology , Daejeon 34141 , Korea.

Journal of the American Chemical Society

|September 16, 2018

Resumen

Los investigadores desarrollaron un nuevo método de haloamidación catalizado por iridio para sintetizar los Z- ((halovinilo) lactamos. Esta estrategia de participación de ligandos ofrece una nueva ruta a productos químicos intermedios valiosos con alta estereoselectividad.

Área de la Ciencia:

Química organometálica
Química orgánica sintética

Sus antecedentes:

Las estrategias de participación de ligandos son cruciales en la catálisis.
La catálisis del iridio permite transformaciones únicas.

Objetivo del estudio:

Para desarrollar una nueva reacción de transferencia de imido catalizada por iridio.
Para lograr la haloamidación catalítica de los alquinos por primera vez.

Principales métodos:

Estoiquiométrica [3 + 2] cicloadición mediante el uso de Cp*Ir ((III) ((κ2- N, O-quelato) y alquinile dioxazolona.
Desarrollo de un sistema catalítico utilizando el precatalizador [Cp*IrCl2]2 y sales de haluro de sodio (NaX).

Principales resultados:

Síntesis exitosa de los halovinilolactamos Z mediante la haloamidación catalítica.
Demostración de una excelente estereoselectividad en la formación del producto.
Utilización de fuentes prácticas de haluros (NaCl, NaBr).

Conclusiones:

El método desarrollado proporciona una vía versátil para los Z-[halovinilo]lactamos.
La participación de ligandos es efectiva para la transferencia de imido catalizada por iridio.
Este trabajo expande el alcance de la funcionalización de alquinos.

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