A beneficial, scalable and efficient methodology for the synthesis of aniline-based triarylmethanes has been established through the double Friedel-Crafts reaction of commercial aldehydes and primary, secondary or tertiary anilines using Brönstedacidicionicliquid as a powerful catalyst, namely [bsmim][NTf2]. This protocol was successfully performed under metal- and solvent-free conditions with a
An efficient and practical synthesis of triaryl and trisindolylmethanes is reported via the bisarylation of aryl aldehydes with activated arenes. The new method features mild solvent-free reaction conditions, in most cases nearly stoichiometric reagent ratios, catalytic amount of the readily available, easily-handled, recoverable and reusable Brønsted acid catalyst o-benzenedisulfonimide.
Dual-Reagent Catalysis within Ir−Sn Domain: Highly Selective Alkylation of Arenes and Heteroarenes with Aromatic Aldehydes
作者:Susmita Podder、Joyanta Choudhury、Ujjal Kanti Roy、Sujit Roy
DOI:10.1021/jo062633n
日期:2007.4.1
Reactions of arenes and heteroarenes with aromatic aldehydes proceeded smoothly in the presence of a catalytic combination of [Ir(COD)Cl](2)-SnCl4 to afford the corresponding triarylmethane derivatives (TRAMs) in high yields. This 100% TRAM selective transformation is clean and eliminates the use of acid systems.