31376-67-7

Upstream product

• 936-08-3 2-bromo-4-chlorobenzoic acid 
• 13421-13-1 4-chloro-2-iodobenzoic acid 
• 19218-88-3 N-phenyl-4-chloroanthranilic acid 
• 31376-66-6 C₁₅H₁₄ClNO₂ 
• 62-53-3 aniline 

Downstream Products

• 1428865-38-6 4-chloro-2-(methyl(phenyl)amino)benzaldehyde 
• 58658-41-6 3-chloro-10-methylacridin-9(10H)-one 

Relevant academic research and scientific papers

PhI(OAc)2-mediated intramolecular oxidative aryl-aldehyde C sp 2-C sp 2 bond formation: Metal-free synthesis of acridone derivatives

A metal-free protocol for direct aryl-aldehyde Csp2-Csp 2 bond formation via a PhI(OAc)2-mediated intramolecular cross-dehydrogenative coupling (CDC) of various 2-(N-arylamino)aldehydes was developed. The novel methodology requires no need of preactivation of the aldehyde group, is applicable to a large variety of functionalized substrates, and most of all provides a convenient approach to the construction of biologically important acridone derivatives.

Sc(OTf)3-catalyzed dehydrogenative cyclization for synthesis of N-methylacridones

A novel method has been developed for the synthesis of substituted N-methylacridones from 2-(N-methyl-N-phenylamino)benzaldehydes via dehydrogenative cyclization. This transformation involves two primary processes: the aldehyde first coordinates with Sc(OTf)3 and induces the aromatic electrophilic substitution (SEAr) reaction to form the active intermediate N-methyl-acridin-9-ol, which is then quickly oxidized in situ to afford the acridones. Furthermore, the procedure involved is both environmental friendly and atom efficient; H2O is the only byproduct in this reaction.