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La hidrotrifluorometilación catalítica de alquenos no activados

Satoshi Mizuta¹, Stefan Verhoog, Keary M Engle

¹Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom.

Journal of the American Chemical Society

|February 5, 2013

Resumen

Este estudio presenta un nuevo método para agregar grupos trifluorometilo a los alquenos utilizando luz visible y un catalizador de rutenio. La reacción es eficiente, funciona a temperatura ambiente y tolera varios grupos funcionales.

Área de la Ciencia:

Química orgánica es la química orgánica.
La fotocatálisis por fotocatálisis.
Metodología sintética de la metodología sintética.

Sus antecedentes:

Los compuestos trifluorometilados son importantes en los productos farmacéuticos y en la ciencia de los materiales.
El desarrollo de métodos eficientes para la hidrotrifluorometilación de alquenos no activados sigue siendo un desafío.

Objetivo del estudio:

Desarrollar una hidrotrifluorometilación mediada por luz visible de alquenos no activados.
Para utilizar el reactivo Umemoto como fuente de trifluorometilo y el metanol como reductor.

Principales métodos:

Irradiación de luz visible en presencia de un catalizador de 5 mol % Ru(bpy)(3)Cl(2).
Reacción de alquenos no activados con el reactivo Umemoto en el metanol.

Principales resultados:

Se logró una metilación hidrotrifluorometilación exitosa de alquenos no activados.
La reacción se lleva a cabo a temperatura ambiente con una simplicidad operativa.
La transformación exhibe una buena tolerancia de grupo funcional.

Conclusiones:

Se ha desarrollado un método novedoso, eficiente y práctico de hidrotrifluorometilación mediada por luz visible.
Este método ofrece una herramienta valiosa para la síntesis de moléculas orgánicas trifluorometiladas.

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