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Acoplamiento cruzado catalizado por nitrógeno habilitado por tetrazina y fotoexcitación

Si-Cong Chen¹, Qi Zhu¹, Yuhui Cao¹

¹Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education and Beijing National Laboratory for Molecular Science, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.

Journal of the American Chemical Society

|August 26, 2021

Resumen

Un nuevo método permite la funcionalización de enlaces C ((sp3) - C ((sp2)) en compuestos alquilo y alqueno. Este enfoque genera radicales centrados en el carbono para reacciones de acoplamiento cruzado catalizadas por níquel sin necesidad de catalizadores fotorredóxicos.

Área de la Ciencia:

Química orgánica
Catálisis
Metodología sintética

Sus antecedentes:

La funcionalización de los enlaces C ((sp3) - C ((sp2)) es crucial en la síntesis orgánica.
Los métodos existentes a menudo requieren condiciones duras o reactivos especializados.

Objetivo del estudio:

Desarrollar un método general y eficiente para la funcionalización de los enlaces C(sp3) -C(sp2).
Para permitir la síntesis de moléculas orgánicas complejas utilizando materias primas de alqueno fácilmente disponibles.

Principales métodos:

Se desarrolló un protocolo de una sola olla para la generación de radicales reactivos.
Acoplamiento cruzado catalizado por níquel de radicales generados con electrófilos orgánicos.
Se utilizan materias primas de alqueno fácilmente obtenibles.

Principales resultados:

Funcionalizó con éxito enlaces C ((sp3) -C ((sp2)) en varios sustratos.
Demostró una excelente compatibilidad de grupo funcional.
Evitó la necesidad de catalizadores fotorreductivos, simplificando el procedimiento.

Conclusiones:

El método desarrollado ofrece un enfoque versátil y práctico para la formación de enlaces C ((sp3) -C ((sp2).
Este protocolo expande la utilidad sintética de los alquenos en la síntesis orgánica.
La ausencia de catalizadores fotorredóxicos mejora la aplicabilidad y accesibilidad del método.

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