Synthesis of 1H-1,3-benzimidazoles, benzothiazoles and 3H-imidazo[4,5-c]pyridine using DMF in the presence of HMDS as a reagent under the transition-metal-free condition

Mostafavi, Hamid; Islami, Mohammad Reza; Ghonchepour, Ehsan; Tikdari, Ahmad Momeni

doi:10.1007/s11696-018-0540-5

Cited by 20 publications

(20 citation statements)

References 33 publications

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“…The cyclization reaction of o-PD has been previously reported to yield benzimidazole when heated under microwaves 18 or in the presence of acidic catalyst. 19 The 1 H NMR data are well correlated with the 13 C-NMR spectrum (Figure 1b) where signals for carbon atoms in benzimidazole appear. As a result, we concluded that o-PD has reacted with the N,Ndimethylformamide used as solvent to obtain benzimidazole, soluble in the deuterated solvent.…”

Section: Synthesis and Structural Characterizationsupporting

confidence: 58%

Surface passivation of carbon nanoparticles with 1,2-phenylenediamine towards photoluminescent carbon dots

Diac¹,

CRACIUN²,

MIHALACHE³

et al. 2020

Rev.Roum.Chim.

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The chemistry of carbon dots (CDs) surface has enabled the development of new luminescent nanomaterials with wide and precise array of applications. In respect to this, we perform the surface passivation of carboxylated carbon nanoparticles with the aromatic 1,2-phenylenediamine to prepare water-soluble photoluminescent CDs exhibiting a photoluminescence (PL) quantum yield of 8% at 575 nm, a composite photoluminescence signal in the 330-500 nm domain, and an average lifetime of 1.93 ns. This new synthetic strategy promoted the formation of carbon dots covered with benzimidazole-containing oligomers of 1,2-phenylenediamine (o-PD) that, by taking advantage of the benzimidazole derivatives' biological activity and their application in Material Science, could lead to various new applications.

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Section: Synthesis and Structural Characterizationsupporting

confidence: 58%

Surface passivation of carbon nanoparticles with 1,2-phenylenediamine towards photoluminescent carbon dots

Diac¹,

CRACIUN²,

MIHALACHE³

et al. 2020

Rev.Roum.Chim.

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“…Heterocycles containing the CR fragment have been synthetized from a variety of amino substrates (Scheme 24) [76][77][78][79]. Under the experimental conditions of Scheme 24a, activation of the carbonyl group of DMF by HMDS favors the nucleophilic addition of the arylamine leading to an intermediate that undergoes internal addition of the other nucleophilic moiety of the substrate.…”

Section: Rc Fragmentmentioning

confidence: 99%

A Journey from June 2018 to October 2021 with N,N-Dimethylformamide and N,N-Dimethylacetamide as Reactants

Мuzart¹

2021

Molecules

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“…Up to now, cycloaddition reaction of o-phenylenediamine and carbon source molecule seems to be an effective method for the synthesis of benzimidazoles. The carbon source generally involves a carboxylic acid, 9,11 aldehyde, 1,3,10 ketone, 12 amide, 11,13,14 and carbon dioxide 2,15,16 (Scheme 1). As a special amide, N,N-dimethylformamide (DMF) is not only a carbon source but also an effective polar solvent for the synthesis of benzimidazoles.…”

Section: Introductionmentioning

confidence: 99%

CO2 Improved Synthesis of Benzimidazole with the Catalysis of a New Calcium 4-Amino-3-hydroxybenzoate

Gao¹,

Gao²,

Zhu³

et al. 2021

ACSi

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In this paper, we explored the synthesis of benzimidazole by the reaction of DMF and o-phenylenediamine. In the process of catalyst screening, we found that 4-amino-3-hydroxybenzoic acid, benzoic acid, and benzene-1,3,5-tricarboxylic acid could catalyze the reaction. Moreover, the calcium 4-amino-3-hydroxybenzoate and CO2 could more effectively catalyze the reaction, the synergistic effect of CO2 and 4-amino-3-hydroxybenzoic acid calcium salt can increase the yield of benzimidazole from 28% to 94%.

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Synthesis of 1H-1,3-benzimidazoles, benzothiazoles and 3H-imidazo[4,5-c]pyridine using DMF in the presence of HMDS as a reagent under the transition-metal-free condition

Cited by 20 publications

References 33 publications

Surface passivation of carbon nanoparticles with 1,2-phenylenediamine towards photoluminescent carbon dots

Surface passivation of carbon nanoparticles with 1,2-phenylenediamine towards photoluminescent carbon dots

A Journey from June 2018 to October 2021 with N,N-Dimethylformamide and N,N-Dimethylacetamide as Reactants

CO2 Improved Synthesis of Benzimidazole with the Catalysis of a New Calcium 4-Amino-3-hydroxybenzoate

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