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Reacciones de acoplamiento catalizadas por oro para la síntesis de diversas moléculas pequeñas utilizando la

Tuoping Luo¹, Stuart L Schreiber

¹Howard Hughes Medical Institute, Broad Institute of Harvard and MIT, 7 Cambridge Center, Cambridge, Massachusetts 02142, USA.

Journal of the American Chemical Society

|April 1, 2009

Resumen

Este estudio presenta un método catalizado por oro para crear diversas moléculas pequeñas. Estos compuestos muestran potencial para dirigirse a tareas biológicas previamente no farmacológicas, expandiendo las posibilidades de la química medicinal.

Área de la Ciencia:

Química orgánica es la química orgánica.
Química Medicinal La Química Medicinal es el campo de la Química Medicinal.
La catálisis de la catálisis.

Sus antecedentes:

La estrategia de construcción / pareja / pareja permite la síntesis de moléculas pequeñas con alta diversidad.
Algunas moléculas pequeñas son efectivas contra objetivos biológicos "indruggables".
Las reacciones catalizadas por oro ofrecen rutas sintéticas eficientes.

Objetivo del estudio:

Desarrollar reacciones en cascada catalizadas por oro para la estrategia de construcción / pareja / pareja.
Para explorar la reactividad de los propiolatos de propargilo con diferentes nucleófilos.
Para sintetizar esqueletos moleculares complejos utilizando reacciones de emparejamiento intramoleculares.

Principales métodos:

Reacciones en cascada catalizadas por oro ((I) de los propiolatos de propargilo.
La activación secuencial del alquino para formar iones de oxocarbenio.
Reacciones de acoplamiento intermolecular e intramolecular utilizando varios nucleófilos y métodos de ciclización.

Principales resultados:

Los nucleófilos basados en O reaccionan con los propiolatos de propargilo activados para producir nuevos productos polifuncionales a través de la apertura del anillo.
Las reacciones de emparejamiento intramoleculares, incluida la electrociclación aza-Wittig-6pi y la metátesis de cierre de anillo, generan esqueletos diversos y complejos.
El método desarrollado proporciona acceso a pequeñas moléculas estéreoquímicamente y esqueléticamente diversas.

Conclusiones:

Las reacciones en cascada catalizadas por oro de los propiolatos de propargilo son efectivas para sintetizar diversas moléculas pequeñas.
La estrategia permite la creación de nuevos productos polifuncionales y complejas arquitecturas moleculares.
Este enfoque amplía el alcance de las pequeñas moléculas para desafiar objetivos biológicos.

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