Synthesis of benzo[f]chromeno[3,4-b]quinoline-6-ones and chromeno[3,4-b]quinoline-6,11-diones via one-pot three-component tandem Knoevenagel–Michael reaction catalyzed by n-Tetrabutylammonium tribromide
Journal Title: Asian Journal of Green Chemistry - Year 2018, Vol 2, Issue 2
Abstract
The synthesis of benzo[f]chromeno[3,4-b]quinoline-6-ones has been achieved via one-pot three-component reaction from substituted aromatic aldehydes, 3-aminocoumarins, and 2-naphthol in n-butanol using 10 mol % of N-tetrabutylammonium tribromide (TBATB) as catalyst under reflux condition. The product formation is going through tandem Knoevenagel–Michael reaction followed by concomitant cyclization. The most noteworthy features of the present protocol are environmentally benevolent reaction conditions, simplicity of procedure, high atom economy, easy accessibility of the catalyst, cost effectiveness and superior yields. In addition, TBATB has also been found to be an effective catalyst for synthesising chromeno[3,4-b]quinoline-6,11-diones from substituted aromatic aldehydes, 3-aminocoumarins and cyclic 1,3-diketones with better yields in shorter reaction time.
Authors and Affiliations
Deb Kumar Das, Abhik Choudhury, Abu Taleb Khan
Keywords
Related Articles
- EP ID EP262466
- DOI 10.22631/ajgc.2018.109090.1041
- Views 69
- Downloads 0
Indole derived “turn-on” fluorometric probe for dual detection of Hg2+ and Cu2+ ions at nanomolar level
The newly synthesized 3-(phenyl(phenylthio)methyl)-1H-indole ligand demonstrates chemosensor activity towards environmental and clinically important metal ions viz. Hg2+ and Cu2+, via fluorescence intensity enhancement....
Green oxidation reactions by graphene oxide-based catalyst with aqueous hydrogen peroxide
This study reports the synthesis, characterization and catalytic properties of a novel supported catalyst on the basis of nickel acetate hydrate (NiOAC) immobilized on graphene oxide (GO) modified polyethylene glycol (PE...
Synthesis of N-formyl morpholine as green solvent in the synthesis of organic compounds
Formamides, an important class of the amine derivatives, have widely used in the synthesis of the pharmaceutically valuable compounds. The N-formylmorpholine is chemically stable, non-toxic, and non-corrosive, due to its...
Efficient and green synthesis of trisubstituted imidazoles by magnetically nanocatalyst and microwave assisted
Fe3O4 magnetic nanoparticles (Fe3O4 MNPs) were prepared and used as an eco-friendly, reusable, low-cost and efficient catalyst for the synthesis of 2,4,5-trisubstituted imidazoles via three-component reaction of aromatic...
Quinolinium bound chromium(VI) reagents for efficient electrophilic aromatic nitration and thiocyanation reactions using sodium nitrate and ammonium thiocyanate
Quinolinium dichromate (QDC) and quinolinium chlorochromate (QCC) were studied as efficient reagents for electrophilic aromatic nitration using sodium nitrite and thiocyanation by using ammonium thiocyanate under conven...