Hexyltriphenylphosphonium Bromide as an Absolutely Chemoselective Ionic Liquid Catalyst in the Three‐Component Reaction of Aryl Aldehydes, Acetophenones and Malononitrile

Abstract

Hexyltriphenylphosphonium bromide (HTPB) is used as an efficient ionic liquid catalyst in the chemoselective addition of malononitrile to carbonyl group moiety of chalcones through the three‐component reaction of aryl aldehydes, acetophenone derivatves, and malononitrile to produce (E)‐2‐(1,3‐diarylallylidene)malononitriles at ambient temperature. The method is simple, solvent‐free, environmentally friendly, and gives excellent yields in a short reaction times.

In-depth Photo-physical Properties, Characterization and Cell Imaging Applications of 2, 6-dicyanoanilines Based on Iso-phthalaldehyde and Tere-phthalaldehyde Frame

“…The novel class of 3-aryl,4-alkyl-2,6dicyanoanillnes based on isophthalaldehyde or terephthalaldehyde skeleton and synthesized molecule were characterized by 1 H NMR, 13 C NMR, FT-IR, HR-MS spectroscopy. In additional work we have explored the photo-physical characteristics like quantum yield; Stokes' shift and fluorescence lifetime of new molecules were studied.…”

“…Then, crude product was further purified by column chromatography. "All the products were characterized by 1 H NMR, 13 C NMR, IR and High-Resolution Mass Spectroscopy. These compounds were found to be soluble in DMF and DMSO and sparingly soluble in methanol, acetonitrile, chloroform, acetone, dichloromethane, ethyl acetate etc".…”

“…"There are number of such compounds and methods of their preparations are reported in the literature" [11,12,[13][14][15][16]. Most of the reported 2, 6-dicyanoanilines and their related compounds are based on single acceptor-donor-acceptor (A-D-A) moiety on the aromatic skeleton, except for a few synthetic strategies reported for trisubstituted 2,6-dicyanoanilines by Klebe [17], Webster et al [18] and Wallenfels et al [19] where single aromatic ring bears two A-D-A systems.…”

The green chemistry of chalcones: Valuable sources of privileged core structures for drug discovery

“…Amongst the many techniques encompassing procedures or devices where solvents are not necessary, several may be applied to the formation of chalcones or their derivatives. The use of ionic liquids as the catalyst allows to carry out solvent-free reactions, increasing yield products, regioselectivity, minimizing the production of chemical wastes, decreasing reaction time and simplifying operational procedures ( Mahato et al, 2017 ; Aegurla and Peddinti, 2018 ; Bahrami et al, 2019 ; Das et al, 2020 ; Karimi-Jaberi et al, 2020 ; Karimi-Jaberi et al, 2020 ). Solvent-free conditions can be applied to microwave-assisted synthesis of chalcones, speeding up the reaction time.…”

Ultrasound‐promoted1,3‐dipolarcycloaddition of azomethine yields for synthesis of dispiropyrrolidineoxindole derivatives in hexyltriphenylphosphonium bromide as an ionic liquid, and the evaluation of their anti‐cancer activity

“…To accomplish this, we were searching for an approach to get the carbonyl group actuated. By following the strict rules of the environment, phosphorus ionic liquid was chosen hence since phosphor has a high propensity to interface with oxygen, which leads to the activation of the carbonyl groups to participate in reactions [41].…”