Zirconium-catalyzed one-pot synthesis of benzoxazoles using reaction of catechols, aldehydes and ammonium acetate DOI Creative Commons

Masoumeh Mohammadi,

Jasem Aboonajmi, Farhad Panahi

et al.

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Oct. 29, 2024

In this study, an efficient method for the synthesis of benzoxazoles by coupling catechols, aldehydes and ammonium acetate using ZrCl4 as catalyst in ethanol is reported. A wide range (59 examples) are smoothly produced high yields (up to 97%). Other advantages include large-scale use oxygen oxidant. The mild reaction conditions allowed late-stage functionalization, facilitating access several derivatives with biologically relevant structures such β-lactam quinoline heterocycles.

Language: Английский

A recent overview on the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles DOI Creative Commons
Pezhman Shiri, Ali Mohammad Amani, Thomas Mayer‐Gall

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 17, P. 1600 - 1628

Published: July 13, 2021

Diverse strategies for the efficient and attractive synthesis of a wide variety relevant 1,4,5-trisubstituted 1,2,3-triazole molecules are reported. The this category diverse fully functionalized 1,2,3-triazoles has become necessary unique research subject in modern synthetic organic key transformations academia, pharmacy, industry. current review aims to cover literature survey numerous strategies. Recent reports (2017–2021) field emphasized review.

Language: Английский

Citations

40

A Novel Fe(III) Complex of Bispicen Ligand Covalently Attached to an Fe3O4 Nanomagnet: Catalytic Properties in C‐H Oxidation and Benzoxazol Synthesis DOI
Fatemeh Pakpour, Elham Safaei, Jasem Aboonajmi

et al.

Applied Organometallic Chemistry, Journal Year: 2025, Volume and Issue: 39(6)

Published: May 2, 2025

ABSTRACT This study discusses the development of an effective and environmentally friendly C‐H oxidation process for creation oxygenated compounds in presence tert ‐butyl hydroperoxide by a magnetically recoverable Fe 3 O 4 @SiO 2 ‐FeL Bpn nanocomposite. L stands deprotonated, pyridine‐based, four‐dentate, bispicen ligand. The synthesised catalyst was characterised Fourier‐transform infrared spectroscopy (FTIR), energy‐dispersive X‐ray analysis (EDX), diffraction (XRD), photoelectron (XPS), field emission scanning electron microscopy (FESEM), transmission (FETEM), dynamic light scattering (DLS), thermal gravimetric (TGA), vibrating sample magnetometer (VSM). (40 mg) introduced as TBHP (4 eq) varied C–H bonds to related carbonyl high yields. (5 used synthesis benzoxazole derivatives from 1 mmol every substrate aldehydes, ammonium acetate, catechol. By this process, vast amounts benzoxazoles were satisfyingly obtained H under moderated situations, whole products gained with excellent results. recovered reaction environment through simple exterior magnet reused three times without any remarkable reactivity loss. Moreover, hot filtration test confirmed heterogeneous character catalyst.

Language: Английский

Citations

0

Novel dual-enzyme system for synthesis of 2-alkyl and 2-arylbenzoxazoles via aerobic oxidation DOI
Fengxi Li, Yaning Xu,

Yuelin Xu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(14), P. 3509 - 3514

Published: Jan. 1, 2023

A novel urease–artificial Vitreoscilla hemoglobin metalloenzyme (ArVHbM) system for the synthesis of 2-alkyl and 2-arylbenzoxazoles in mild condition.

Language: Английский

Citations

8

One-Pot Multicomponent Coupling Reaction of Catechols, Benzyl Alcohols/Benzyl Methyl Ethers, and Ammonium Acetate toward Synthesis of Benzoxazoles DOI Creative Commons
Jasem Aboonajmi, Farhad Panahi, Hashem Sharghi

et al.

ACS Omega, Journal Year: 2021, Volume and Issue: 6(34), P. 22395 - 22399

Published: Aug. 18, 2021

The multicomponent coupling reaction of catechol, ammonium acetate, and benzyl alcohol/benzyl methyl ether in the presence a Fe(III) catalyst precursor afforded benzoxazole derivatives good to excellent yields. notable features this protocol are abundant availability system, large-scale synthesis, high diversity, yields products.

Language: Английский

Citations

17

Direct Synthesis of Fluorescent Oxazolo-phenoxazines by Copper-Catalyzed/Hypervalent Iodine(III)-Mediated Dimerization/Cyclization of 2-Benzylamino-phenols DOI
Camilla Loro, L. Molteni, Marta Papis

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(2), P. 1032 - 1042

Published: Jan. 11, 2022

A dimerization/cyclization reaction of 2-benzylamino-phenols for the direct synthesis oxazolo-phenoxazine skeleton is reported. The occurs under copper catalysis in presence hypervalent iodine(III), giving selectively 5H-oxazolo[4,5-b]phenoxazine compounds. cascade process, which allows conversion substrates into tetracyclic products, involves three C-H functionalization steps. Initial oxidation electron-rich arenes by iodine essential dimerization substrates, whereas formation five-membered rings promoted species. 1-Benzyl-2-phenyl-6-(aryl-benzyl)amino-benzimidazoles are regioselectively obtained using N,N'-dibenzyl-phenylenediamines as starting substrates. fluorescence emission properties these classes products have been evaluated.

Language: Английский

Citations

12

Copper(I) Complex of Dihydro Bis(2‐Mercapto Benzimidazolyl) Borate as an Efficient Homogeneous Catalyst for the Synthesis of 2H‐Indazoles and 5‐Substituted 1H‐Tetrazoles DOI
Dariush Khalili,

Roya Evazi,

Abdollah Neshat

et al.

ChemistrySelect, Journal Year: 2021, Volume and Issue: 6(4), P. 746 - 753

Published: Jan. 26, 2021

Abstract In this work, catalytic activity of a series copper(I) complexes containing dihydrobis(2‐mercapto‐benzimidazolyl) borate (Bb), and phosphine co‐ligands was investigated in the synthesis N ‐heterocycle compounds including 2 H ‐indazoles 5‐substituted 1 ‐tetrazoles. The complex tricyclohexylphosphine co‐ligand, [Cu(Bb)(PCy 3 )], displayed highest activities for formation Apart from nontoxicity strong σ‐donating ability introduced ligands, catalyst required easy handling processes. reactions were successfully performed at low loadings either PEG‐200 or DMF relatively short reaction times. diversity these also explored with 20 12 examples. Finally, current system is amenable to large‐scale production compounds.

Language: Английский

Citations

14

Use of Vitamin B12 as a Nontoxic and Natural Catalyst for the Synthesis of Benzoxazoles via Catechols and Primary Amines in Water under Aerobic Oxidation DOI
Hashem Sharghi,

Mina Aali Hosseini,

Jasem Aboonajmi

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2021, Volume and Issue: 9(33), P. 11163 - 11170

Published: Aug. 9, 2021

We report an efficient and environmentally friendly approach for the synthesis of benzoxazoles in water using vitamin B12 (2 mol %) as a nontoxic natural catalyst under ambient air oxidant. To achieve this goal, were prepared relatively high yields by reaction catechols with amines at 50 °C presence B12. This work is first on incorporation cobalt complex redox oxidation catechols. Also, we applied gabapentin tranexamic acid, amine functional group, known to have anticonvulsant analgesic activity prevent heavy bleeding, good results. The significant features procedure preparation include use green attractive solvent organic reaction, benign sole oxidant due its abundance, low cost, mild conditions, friendly, biodegradable catalyst, no moisture sensitivity, simple workup procedure, recovery recyclability without decrease activity, which all together make line 12 principles chemistry. These aforementioned current academic research well industrial applications.

Language: Английский

Citations

11

One-pot, three-component, iron-catalyzed synthesis of benzimidazolesviadomino C–N bond formation DOI Creative Commons
Jasem Aboonajmi,

Masoumeh Mohammadi,

Farhad Panahi

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(35), P. 24789 - 24794

Published: Jan. 1, 2023

An efficient one-pot, three-component process for the synthesis of benzimidazole derivatives using a catalytic amount Fe(iii) porphyrin has been developed. The reaction proceeds via domino C-N bond formation and cyclization reactions benzo-1,2-quinone, aldehydes ammonium acetate as nitrogen source to selectively produce benzimidazole. A number have synthesized this method in high yields under mild conditions.

Language: Английский

Citations

4

Recent Developments in Nanocatalyzed Green Synthetic Protocols of Biologically Potent Diverse O-Heterocycles—A Review DOI Open Access
Suresh Kumar,

Bhavna Saroha,

Gourav Kumar

et al.

Catalysts, Journal Year: 2022, Volume and Issue: 12(6), P. 657 - 657

Published: June 15, 2022

The dynamic growth in green organic synthetic methodologies for diverse heterocyclic scaffolds has substantially contributed to the field of medicinal chemistry over last few decades. use hybrid metal nanocatalysts (NCs) is one such benign strategy ensuring advancement modern by adhering principles chemistry, which call a sustainable catalytic system that converts reacting species into profitable chemicals at faster rate and tends reduce waste generation. nanoparticles (NPs) enhance exposed surface area active sites, thereby making it easier reactants NCs have an effective interaction. Several review articles been published on preparation their uses various transformations. This will summarize different efficient synthesis O-heterocycles. Furthermore, provide concise overview role O-heterocycles be extremely useful researchers working developing novel simple pathways O-heterocyclic-derived molecules.

Language: Английский

Citations

6

Nanocatalyzed Synthesis of Benzoxazoles DOI
Shivnath Patel, Rajendra V. Patil, Jagdish Chavan

et al.

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(35)

Published: Sept. 19, 2023

Abstract Naturally, occurring as well synthetic nitrogen and oxygen containing heterocyclic compounds like benzoxazoles its derivatives have found to be playing a vital role in the Pharmaceutical, agriculture; polymer, material science they also exhibits series of significant antimicrobial activities. In last decade, an organic transformation has abundant application nanotechnology nanoscience can aid design catalyst with excellent efficiency, selectivity stability. Academics industry recently shown lot interest nanocatalysts, field that is expanding significantly, create sustainable environmentally friendly processes for synthesis benzoxazole multi‐component reactions (MCRs). Nanocatalyst advantages over conventional because interaction chemical reactants made possible by high surface area ratio, simple purification, low loading, atom economy, inexpensiveness, short reaction time, better yield, recyclability nanocatalysts. this review article, mainly focus on nanocatalysts fabrications, characterizations their applications moiety during decennary (2011 2022).

Language: Английский

Citations

3