A Simple and Efficient Synthesis of 4-Arylacridinediones and 6-Aryldiindeno[1,2-b:2,1-e]pyridinediones using CuI Nanoparticles as Catalyst under Solvent-Free Conditions

Abstract

A solvent-free condensation between aromatic aldehydes, ammonium acetate and active methylene compounds comprising dimedone or 1,3-indanedione, in the presence of CuI nanoparticles as an efficient and recyclable catalyst leads to the formation of 4-arylacridinediones and 6-aryldiindeno[1,2-b:2,1-e]pyridinediones. This novel and practical approach has a number of advantages for instance, the condensation itself is solvent-free, the total amount of solvent used in the whole process is significantly decreased, the yields of pure products are high to excellent without any by-products, the catalyst is reusable, and the work-up is very simple.

Ultrases Destekli 9-(Substitue heteroaril) akridindion Türevlerinin Tek Basamakta Sentezi

“…[14]. Since then several improved catalysts reported for the synthesis of 1,8-dioxodecahydroacridine derivatives are montmorillonit [15], βcyclodextrin monosulphonic acid [16], CuI nanoparticles [17], citric acid/EtOH reflux [18], ionic liquids [19], Co(NO3)2.6H2O [20], Fe3O4@SiO2-PEG/NH2 [21], Fe3O4/HT-SMTU-ZnII [22], sulphonated sawdust (SD-OSO3H) [23] in toxic/nontoxic solvents using microwave, ultrasound, reflux, and traditional heating methods [24,25]. However, these methods have some disadvantages such as requireing expensive catalysts and their recovery and reusability, higher temperature, longer reaction time, cumbersome workup process and also lower yields.…”