Three Component Cascade Reaction of Cyclohexanones, Aryl Amines, and Benzoylmethylene Malonates: Cooperative Enamine-Brønsted Acid Approach to Tetrahydroindoles

[Image: see text] A three-component cascade reaction comprising cyclic ketones, arylamines, and benzoylmethylene malonates has been developed to access 4,5,6,7-tetrahydro-1H-indoles. The reaction was achieved through cooperative enamine-Brønsted catalysis in high yields with wide substrate scopes. M...

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Detalles Bibliográficos
Autores principales: Cortes Vazquez, Jose, Alharbi, Waad S., Davis, Jacqkis, Moore, Alexia, Nesterov, Vladimir N., Cundari, Thomas R., Wang, Hong, Luo, Weiwei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9753174/
https://www.ncbi.nlm.nih.gov/pubmed/36530259
http://dx.doi.org/10.1021/acsomega.2c05909
Descripción
Sumario:[Image: see text] A three-component cascade reaction comprising cyclic ketones, arylamines, and benzoylmethylene malonates has been developed to access 4,5,6,7-tetrahydro-1H-indoles. The reaction was achieved through cooperative enamine-Brønsted catalysis in high yields with wide substrate scopes. Mechanistic studies identified the role of the Brønsted acid catalyst and revealed the formation of an imine intermediate, which was confirmed by X-ray crystallography.

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