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Rh ((III) - Catalisado Regiodivergente (Hetero) Arilamidación de los Sulfuros Alilicos (Homo)

Xiaoyan Jia¹, Gui-Lin Hao², Mengxia Feng¹

¹State Key Laboratory of Pulp and Paper Engineering and Key Laboratory of Functional Molecular Engineering of Guangdong Province in School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China.

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|March 28, 2024

Resumen

Este resumen es generado por máquina.

Este estudio introduce una reacción catalizada por el rodio para la arylamidación de sulfuros alílicos, creando valiosos compuestos N, S. El método ofrece una alta selectividad y control sobre los estereocentros.

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Área de la Ciencia:

Química orgánica
Catálisis
Metodología sintética

Sus antecedentes:

Los sulfuros alílicos son productos intermedios sintéticos muy versátiles.
El desarrollo de métodos enantioselectivos para la síntesis de N-heterociclos es crucial.
La catálisis de rodio ofrece una reactividad única para la formación de enlaces C-N.

Objetivo del estudio:

Desarrollar una nueva reacción de 3 componentes catalizada por rodio para la arilamidación.
Para lograr la síntesis diastereoselectiva y regioselectiva de los compuestos 1,3-N,S.
Para permitir la arylamidación enantioselectiva de los sulfuros alílicos.

Principales métodos:

Reacción de acoplamiento de tres componentes catalizada por el rodio.
Utilizando sulfuros alílicos, ácidos organobóricos y dioxazolonas.
Optimización de las condiciones de reacción para el rendimiento y la selectividad.

Principales resultados:

Exitosa arylamidación de los sulfuros aliloides y homoaliloides.
Formación de productos de inserción 1,2 y 2,1.
Se obtienen altos rendimientos y una excelente diastereoselectividad y enantioselectividad para los compuestos 1,3-N,S.

Conclusiones:

El método desarrollado proporciona un acceso eficiente a compuestos complejos de 1,3-N,S.
El grupo sulfuro juega un papel clave en la modulación de las etapas catalíticas.
Este trabajo amplía el alcance de la formación de enlaces C-N catalizados por rodio.