An efficient multicomponent synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a magnetic nanoparticle supported Lewis acidic deep eutectic solvent

In this communication, we wish to report a click, simple and efficient one‐pot four component synthesis of a new series of 3‐(2‐(2,4,5‐triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles using catalytic quantity of acetic acid. The synthesized compounds were evaluated for their in‐vitro antibacterial activity against gram‐positive (Staphylococcus aureus) and gram‐negative (Escherichia coli) bacteria. Tetracycline was used as standard in this antibacterial investigation. The present protocol has several advantages such as excellent yields, very shorter reaction time, operational simplicity, mild reaction conditions, easy work up, inexpensive, easily available catalyst and starting materials, a cleaner reaction media and no need for any chromatographic separation techniques. The synthesized compounds were characterized by 1H, 13C‐NMR and ESI‐MS analyses.

show abstract

“…A plausible mechanism has been proposed in scheme 2. The mechanism is entirely consistent with previous literatures [42–53] …”

Section: Resultssupporting

confidence: 92%

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Tamilselvi

Lalitha

2021

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…Furthermore, the one at 485 cm −1 represents the Zn Cl stretching vibration. [77] Upon the DES immobilization on n-TiO 2 @TDI, the formation of the amino group can be verified through the fading of the NCO peak at 2266 cm −1 and the emergence of the absorption bands related to the NH stretching vibration at 3473 and 3360 cm −1 (overlapping with N H band of urethane). These shifts can be assigned to the direct interaction of DESs with the NCO groups of the functionalized nano-TiO 2 (Figure 1e).…”

Section: Characterization Of N-mentioning

confidence: 96%

Deep eutectic solvent‐assisted synthesis of highly efficient nanocatalyst (n‐TiO₂@TDI@DES (ZnCl₂:urea)) for chemoselective oxidation of sulfides to sulfoxides

Taghavi

Amoozadeh

Nemati

2020

Applied Organom Chemis

View full text Add to dashboard Cite

This study proposed a straightforward process to synthesize 2,4-toluene diisocyanate (TDI)-functionalized TiO 2 nanoparticles in which a cost-effective linker (TDI) with high reactivity was employed to couple nano-TiO 2 through covalent bonding to a deep eutectic solvent (DES). By this method, DES was successfully immobilized on the TiO 2 @TDI surface as an adsorbent and stabilizer. The structural, morphological, and physicochemical characteristics of the synthesized nanocatalysts were evaluated using various analytical methods including Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), thermogravimetric analysis (TGA), scanning electron microscopy equipped with energy-dispersive X-ray spectroscopy (SEM-EDX), and elemental analysis. The heterogeneity of the catalyst was also examined by a hot filtration test. The obtained TiO 2 @TDI@DES nanoparticles offered superior catalytic behavior and excellent yield as well as recyclability for the chemoselective oxidation of sulfide into sulfoxide using a green oxidant (hydrogen peroxide). This catalyst exhibited excellent reusability as it can be recovered for six successive cycles with no significant leach or reduction of catalytic efficiency.

show abstract

“…Tran group reported the synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a magnetically supported Lewis acidic deep eutectic solvent on magnetic nanoparticle (LADES@MNP). [67] As shown in scheme 99, the magnetite nanoparticle (Fe 3 O 4 ) were prepared by co-precipitation method and coated using TEOS, i. e., (3-chloropropyl) triethoxy-silane to form 230 and subsequently reacted with the [Urea] 4 [ZnCl 2 ] to yield LADES@MNP 231. FT-IR and Raman spectra indicated the formation of desired metal nanoparticle.…”

Section: Pt-au On Dmsi-al 2 O 3 Facilited Selective Hydrogenation Of mentioning

confidence: 99%

Synthetic Organic Transformations of Transition‐Metal Nanoparticles as Propitious Catalysts: A Review

Ganesh

Ramakrishna

2020

Asian J Org Chem

View full text Add to dashboard Cite

Nanotechnology has produced compelling evidences in the field of catalysis, construction, electronics, energy, food, imaging, medical, packaging, pharmaceutical sectors and in water treatment. Nanoparticles of transition metal origin are enticing in catalytic applications due to their lowlying empty orbitals for bonding and can offer a distinct ability to expand the coordination sphere. This coupled with ease of synthesis, recyclability and occurrence in abundance staples them as unique industrial materials. Transition metals such as Gold, Palladium, Silver, Copper, Iron, Ruthenium, Rhodium and hetero-bimetallic versions have been in demand for various organic transformations. The sharp rise in number of literature reports justifies the stand in catalytic property. A unique ability to form Covalent and/or Van der Waals interactions with solid supports and activate the substrates through close functional group interactions renders them as effective entities in organic transformations. In this review, we present the new developments in this niche in the past five years with a retreat on the mechanistic aspects along with parameters involved in nanoparticle characterizations through advances in spectroscopy.

show abstract

An efficient multicomponent synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a magnetic nanoparticle supported Lewis acidic deep eutectic solvent

Abstract: A mild and highly efficient method for the synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a Lewis acidic deep eutectic solvent on magnetic nanoparticles (LADES@MNP).

Cited by 55 publications

References 33 publications

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Deep eutectic solvent‐assisted synthesis of highly efficient nanocatalyst (n‐TiO₂@TDI@DES (ZnCl₂:urea)) for chemoselective oxidation of sulfides to sulfoxides

Synthetic Organic Transformations of Transition‐Metal Nanoparticles as Propitious Catalysts: A Review

Contact Info

Product

Resources

About

An efficient multicomponent synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a magnetic nanoparticle supported Lewis acidic deep eutectic solvent

Abstract: A mild and highly efficient method for the synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a Lewis acidic deep eutectic solvent on magnetic nanoparticles (LADES@MNP).

Cited by 55 publications

References 33 publications

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Deep eutectic solvent‐assisted synthesis of highly efficient nanocatalyst (n‐TiO2@TDI@DES (ZnCl2:urea)) for chemoselective oxidation of sulfides to sulfoxides

Synthetic Organic Transformations of Transition‐Metal Nanoparticles as Propitious Catalysts: A Review

Contact Info

Product

Resources

About

Deep eutectic solvent‐assisted synthesis of highly efficient nanocatalyst (n‐TiO₂@TDI@DES (ZnCl₂:urea)) for chemoselective oxidation of sulfides to sulfoxides