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Trifluorometilarización intermolecular asimétrica catalizada por Cu de los estirenos: Arilación enantioselectiva de

Lianqian Wu¹, Fei Wang¹, Xiaolong Wan²

¹State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.

Journal of the American Chemical Society

|February 18, 2017

Resumen

Los investigadores desarrollaron un nuevo método para la trifluorometilarilación de alquenos, creando moléculas quirales que contienen CF3. Este proceso eficiente produce valiosos derivados de 1,1-diarilmetano con una alta enantioselectividad.

Área de la Ciencia:

Química orgánica
Síntesis asimétrica
Química del fluoro orgánico

Sus antecedentes:

Los compuestos que contienen Chiral CF3 son importantes en los productos farmacéuticos y la ciencia de los materiales.
El desarrollo de métodos asimétricos eficientes para su síntesis sigue siendo un desafío.

Objetivo del estudio:

Desarrollar una nueva trifluorometilarilación radical asimétrica de alquenos.
Proporcionar una vía eficiente para los derivados quirales de 1,1-diarilmetano que contienen CF3.

Principales métodos:

Reacción asimétrica de trifluorometilarilación de los radicales.
Utilizó varias arenas vinílicas y ácidos borónicos de arilo.
Optimización de las condiciones de reacción para una alta enantioselectividad.

Principales resultados:

Desarrolló con éxito una nueva arylación radical asimétrica de trifluorometilo de alquenos.
Se ha logrado una enantioselectividad de buena a excelente para la síntesis de derivados quirales de 1,1-diarilmetano que contienen CF3.
Compatibilidad demostrada con una variedad de vinilarenos y ácidos arilborónicos.
Mostró la utilidad modificando moléculas bioactivas.

Conclusiones:

El método desarrollado ofrece un enfoque eficiente y enantioselectivo para compuestos quirales valiosos que contienen CF3.
Esta metodología tiene aplicaciones potenciales en química medicinal y descubrimiento de fármacos.

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