One‐pot Preparation of Fluorinated Polyhydrobenzoacridine‐1‐one Derivatives under Microwave Irradiation and Solvent‐free Conditions

Abstract

A facile and efficient synthesis of fluorine-containing polyhydrobenzoacridines was accomplished by a three-component coupling of fluorinated aldehyde, α-naphthylamine, and 1,3-cyclohexanedione or dimedone under microwave irradiation and solvent-free conditions without catalyst. All new compounds were obtained in moderate to good yields and characterized by standard spectroscopic methods.

Microwave-assisted multicomponent synthesis of antiproliferative 2,4-dimethoxy-tetrahydropyrimido[4,5-b]quinolin-6(7H)-ones

“…Herein, we proposed plausible reaction root based on the literature reports, 33,34 (Scheme 2). Firstly, Knoevenagel condensation was carried out in between aromatic aldehyde and dimedone in presence of acetic acid under microwave irradiation and resulting in the formation of possible Knoevenagel adduct (K) by elimination of first water molecule.…”

“…The structure of 4f and 4o were fully conrmed by results of the analysis. The single-crystal XRD data of 4f shows that it was crystalises in monoclinic crystal system, space group C2/c with unit cell dimension a = 17.3963( 6 Herein, we proposed plausible reaction root based on the literature reports, 33,34 (Scheme 2). Firstly, Knoevenagel condensation was carried out in between aromatic aldehyde and dimedone in presence of acetic acid under microwave irradiation and resulting in the formation of possible Knoevenagel adduct (K) by elimination of rst water molecule.…”

FeCl3‐Catalyzed Highly Diastereoselective Synthesis of Polyhydrobenzo[a]acridinones

“…As a consequence, the synthesis of benzoacridinone or polyhydrobenzoacridinone derivatives has attracted considerable attention. The condensations of aldehydes, naphthylamines and cyclic 1, 3‐diketones have been well studied to synthesize polyhydrobenzo[ c ]acridinone derivatives containing the dihydropyridines (Scheme 1a) [4a–l] . The reactions of imines and cyclic 1,3‐diketones produced polyhydrobenzo[ a ]acridinone derivatives containing the dihydropyridines [4m–o] .…”

Combinatorial Synthesis of Pyrrolo[3,2-f]quinoline and Pyrrolo[3,2-a]acridine Derivatives via a Three-Component Reaction under Catalyst-Free Conditions

“…Its derivatives produce remarkable effects as pharmaceuticals, including antibacterial, anticancer, , antitumor, , ribonucleolytic, antiangiogenic, and antifungicidal activities. It is well-known that the three-component reaction of arylamine, aromatic aldehyde, and cyclic 1,3-dicarbonyl compound is an efficient method for synthesizing these potentially active heterocycles . As a member of this family, pyrroloacridine contains both pyrrole and acridine moieties, which may afford unique biological activities for screening.…”