Ponpao Nipaphorn, Senapak Warapong, Masnguluem Pichamon, Suksai Chomchai, Trakulsujaritchok Thanida, Jaratjaroonphong Jaray, Sirion Uthaiwan
Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Burapha University, Sangesook, ChonBuri 20131, Thailand.
The Research Unit in Synthetic Compounds and Synthetic Analogues from Natural Product for Drug Discovery (RSND), Burapha University, Chonburi 20131, Thailand.
ACS Omega. 2025 Aug 2;10(31):34951-34963. doi: 10.1021/acsomega.5c04294. eCollection 2025 Aug 12.
A green, convenient, and metal-free methodology for synthesizing primary aniline-based indolylmethanes has been developed through a sequential one-pot, three-component aza-Friedel-Crafts reaction. This approach employs a wide range of commercially available aldehydes, primary anilines, and indoles, catalyzed by a Brønsted acidic ionic liquid in an aqueous medium. A variety of desirable products were obtained in high yields (up to 98%). The process was successfully demonstrated on a gram scale, confirming its scalability and reproducibility while maintaining high yields. Additionally, the catalyst exhibited remarkable recyclability, retaining high catalytic efficiency over three cycles without a significant loss of activity.
通过连续的一锅三组分氮杂傅克反应，开发了一种绿色、便捷且无金属的合成基于伯苯胺的吲哚甲烷的方法。该方法使用多种市售醛、伯苯胺和吲哚，在水介质中由布朗斯特酸性离子液体催化。以高收率（高达98%）获得了各种所需产物。该过程在克级规模上成功得到验证，证实了其可扩展性和可重复性，同时保持高收率。此外，该催化剂表现出显著的可回收性，在三个循环中保持高催化效率且活性无明显损失。
