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Updated: Sep 9, 2025

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Síntesis catalizada por Cu (II) de benzofuranos funcionalizados mediante ciclización nucleofílica secuencial y

Ao Zhou¹, Muhammad Aslam¹, Guo-Jie Xu¹

¹Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710127, China. sunmeng@nwu.edu.cn.

Chemical communications (Cambridge, England)

|September 1, 2025

Resumen

Una nueva reacción dominó catalizada por el cobre crea benzofuranos 3-acilados. Este método acopla eficientemente un intermediario de benzofuranylcopper con ciclopropenona, suprimiendo las reacciones secundarias no deseadas para una síntesis versátil.

Área de la Ciencia:

Química orgánica
Catálisis
Metodología sintética

Sus antecedentes:

Los benzofuranos son compuestos heterocíclicos importantes con diversas actividades biológicas.
Las rutas sintéticas eficientes para los benzofuranos funcionalizados son cruciales para la química medicinal y la ciencia de los materiales.
Las reacciones catalizadas por cobre ofrecen vías sostenibles y efectivas en la síntesis orgánica.

Objetivo del estudio:

Desarrollar una nueva reacción de dominó para sintetizar benzofuranos 3-acilados.
Para utilizar una estrategia de cíclicación nucleofílica catalizada por el cobre y la activación del enlace C-C.
Explorar el acoplamiento de un intermediario de benzofuranilcobre generado in situ con ciclopropenona.

Principales métodos:

Una secuencia de reacción dominó catalizada por cobre.
Generación in situ de un intermediario de benzofuranilcobre.
Acoplamiento con ciclopropenona en condiciones optimizadas.

Principales resultados:

Síntesis exitosa de varios benzofuranos 3-acilados.
La supresión efectiva de la apertura del anillo de ciclopropenona por el fenol.
Se ha demostrado una excelente tolerancia al sustrato y al grupo funcional.

Conclusiones:

La reacción de dominó desarrollada proporciona un método eficiente y versátil para acceder a los benzofuranos 3-acilados.
La estrategia destaca la utilidad de la catálisis del cobre en la formación y ciclización de enlaces C-C.
La reacción exhibe una alta economía atómica, lo que la convierte en un enfoque sintético atractivo.

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