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Ciclificación radical catalizada por bromuro de los ácidos biarilborónicos y el polvo de Se/Te

Zhouting Zeng¹, Yanfeng Ma², Zi Yang³

¹College of Chemistry and Chemical Engineering, University of South China, Hengyang, Hunan 421001, China.

The Journal of organic chemistry

|August 28, 2025

Resumen

Un nuevo método libre de metales permite la síntesis de dibenzozelenofenos y dibenzotelofenos funcionalizados utilizando bromuro de amonio como catalizador. Este enfoque eficiente, escalable y libre de oxidantes ofrece una ruta sostenible a valiosos compuestos heterocíclicos.

Área de la Ciencia:

Síntesis orgánica
Química Heterocíclica
Catálisis

Sus antecedentes:

La síntesis divergente de heterociclos complejos sigue siendo un desafío.
Los sistemas catalíticos libres de metales son deseables por sustentabilidad y rentabilidad.

Objetivo del estudio:

Desarrollar una estrategia versátil y libre de metales para sintetizar dibenzo[b,d]selenofenos funcionalizados, dibenzo[b,d]tellurophenos y fenoxaseleninas.
Para utilizar un sistema catalítico simple y sostenible para la ciclización radical.

Principales métodos:

Ciclización radical de un solo recipiente de ácidos biarilborónicos con el selenio (Se) o el telurio (Te) elementales.
Catalización mediante el uso de bromuro de amonio disponible en el mercado.
Optimización de las condiciones de reacción para el rendimiento y la pureza.

Principales resultados:

Síntesis exitosa de varios dibenzo[b,d]selenofenos funcionalizados, dibenzo[b,d]telurofenos y fenoxaseleninas.
Se obtienen rendimientos de moderados a excelentes en reacciones de un solo recipiente.
Demostrado amplio alcance del sustrato, facilidad de operación y escalabilidad.

Conclusiones:

Se ha establecido una nueva estrategia sintética, libre de metales y sostenible.
El bromuro de amonio cataliza efectivamente la ciclización radical para una síntesis eficiente de heterociclos.
El método es libre de oxidantes, seguro, escalable y ofrece un enfoque versátil para compuestos valiosos.

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