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α-C-H Alquilación de sulfuros de metilo con alquenos mediante un catalizador de escandio

Yong Luo¹, Yuanhong Ma¹, Zhaomin Hou^1,2

¹Organometallic Chemistry Laboratory, RIKEN , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.

Journal of the American Chemical Society

|December 21, 2017

Resumen

Los investigadores desarrollaron un nuevo método catalizado por escandio para la adición de C-H de sulfuros a los alquenos. Este proceso de eficiencia atómica permite la síntesis de diversos derivados de sulfuro a través de la formación de enlaces C-C.

Área de la Ciencia:

Química orgánica
Catálisis
Química organometálica

Sus antecedentes:

La funcionalización C-H de los sulfuros ofrece una ruta atómica eficiente para la formación de enlaces C-C.
La adición directa de C-H de sulfuros a los alquenos es un reto sintético.

Objetivo del estudio:

Desarrollar un protocolo regioselectivo para la adición de α-C ((sp3) -H de sulfuros de metilo a las olefinas y dienos.
Para permitir la síntesis de diversos derivados de sulfuro utilizando un nuevo sistema catalítico.

Principales métodos:

Se utilizó un catalizador de medio sándwich de escandio para la reacción de adición de C-H.
Investigó el alcance de la reacción con varios sulfuros de metilo, olefinas y dienes.

Principales resultados:

Se logra la adición regioselectiva de α-C ((sp3) -H de sulfuros de metilo a una amplia gama de alquenos y dienos.
Se ha demostrado una síntesis 100% eficiente de compuestos de sulfuro funcionalizados.
Con éxito sintetizó diversos derivados de sulfuro a través de la formación de enlaces C-C en el carbono adyacente al azufre.

Conclusiones:

El protocolo desarrollado catalizado por escandio proporciona un método único y eficiente para la funcionalización del sulfuro.
Este enfoque ofrece una herramienta valiosa para construir moléculas orgánicas complejas que contienen fracciones de sulfuro.

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