AlCl(3)·6H(2)O-Catalyzed Friedel-Crafts Alkylation of Indoles by the para-Quinone Methide Moiety of Celastrol

A classical Friedel-Crafts alkylation of different indoles catalyzed by AlCl(3)·6H(2)O has been developed for a well-known important natural product, celastrol, resulting in a series of derivatives for further biological evaluation. The catalyst loading was reduced to 5 mol %, the reaction proceeds...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhu, Yi, Chen, Ziwen, Huang, Zhenfei, Yan, Siwei, Li, Zhuoer, Zhou, Hu, Zhang, Xiaokun, Su, Ying, Zeng, Zhiping
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154665/
https://www.ncbi.nlm.nih.gov/pubmed/28509859
http://dx.doi.org/10.3390/molecules22050742
Descripción
Sumario:A classical Friedel-Crafts alkylation of different indoles catalyzed by AlCl(3)·6H(2)O has been developed for a well-known important natural product, celastrol, resulting in a series of derivatives for further biological evaluation. The catalyst loading was reduced to 5 mol %, the reaction proceeds at ambient temperature and reaction time is only 3 h. The product yields range from 20% to 99%. A reaction mechanism is also proposed, based on our experiment results.

Ejemplares similares