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Green Synthesis of Primary Aniline-Based Indolylmethanes via One-Pot Aza-Friedel-Crafts Reaction Catalyzed by Bronsted Acidic Ionic Liquid in Aqueous Media.


ABSTRACT: 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.

SUBMITTER: Ponpao N 

PROVIDER: S-EPMC12355243 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature

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Green Synthesis of Primary Aniline-Based Indolylmethanes via One-Pot Aza-Friedel-Crafts Reaction Catalyzed by Brønsted Acidic Ionic Liquid in Aqueous Media.

Ponpao Nipaphorn N   Senapak Warapong W   Masnguluem Pichamon P   Suksai Chomchai C   Trakulsujaritchok Thanida T   Jaratjaroonphong Jaray J   Sirion Uthaiwan U  

ACS omega 20250802 31


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, c  ...[more]

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