Green approaches for the synthesis of poly-functionalized imidazole derivatives: A comprehensive review

Patel, Geetika; Dewangan, Devendra Kumar; Bhakat, Nikita; Banerjee, Subhash

doi:10.1016/j.crgsc.2021.100175

Cited by 19 publications

(5 citation statements)

References 108 publications

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“…In this work we focused on a synthetic strategy with cost efficient starting materials and a good scalability [38][39][40][41][42]. The substituted imidazoles 1-9 were synthesized using a condensation reaction between the corresponding aniline and diacetyl monoxime (Scheme 1), since the condensation using diacetyl was not successful for electron-poor aniline derivatives.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and physical properties of tunable aryl alkyl ionic liquids based on 1-aryl-4,5-dimethylimidazolium cations

Fritsch,

Strassner

2024

Beilstein J. Org. Chem.

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We present a new class of tunable aryl alkyl ionic liquids (TAAILs) based on 1-aryl-4,5-dimethylimidazolium cations with electron-withdrawing and -donating substituents in different positions of the phenyl ring and the bis(trifluoromethylsulfonyl)imide (NTf2) anion. We investigated the effect of additional methyl groups in the backbone of the imidazolium core on the physical properties regarding viscosity, conductivity and electrochemical window. With an electrochemical window of up to 6.3 V, which is unprecedented for TAAILs with an NTf2 anion, this new class of TAAILs demonstrates the opportunities that arise from modifications in the backbone of the imidazolium cation.

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Section: Resultsmentioning

confidence: 99%

Synthesis and physical properties of tunable aryl alkyl ionic liquids based on 1-aryl-4,5-dimethylimidazolium cations

Fritsch,

Strassner

2024

Beilstein J. Org. Chem.

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“…14 In photography, photosensitive imidazole compounds are employed. 15 Keeping in view of the importance of imidazole moiety, various synthetic methodologies are being developed as a continuous process for achieving better atom economy, eco-friendly and cost-effectiveness and several recent reviews [16][17][18][19] and research articles [20][21][22][23][24] have well documented the same. Toxic transition metal catalyst, protic acids, extended reaction durations, high temperatures, low to moderate yields, volatile organic solvents, and the majority of methods of production for tri and tetraarylimidzoles have above disadvantages.…”

Section: Introductionmentioning

confidence: 99%

Zn(OAc)2•2H2O-catalyzed one-pot synthesis of divergently substituted Imidazoles

Chinta¹,

Satyadev²,

Adilakshmi³

2023

10.5267/j.ccl

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Wide range of 2,4,5-trisubstituted imidazoles were synthesized using eco-friendly, readily available, inexpensive Zn(OAc)2•2H2O (5 mol%) under solvent-free conditions in moderate to excellent yields by condensation from aldehyde, ammonium acetate and benzil at 70 0C. The optimized reaction parameters were successfully applied for the synthesis of divergent 1,2,4,5-tetrasubstitued imidazoles using aromatic amine as fourth component. All the imidazole derivatives were sufficiently characterized by IR, NMR and Mass spectral analyses.

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“…The S C H E M E 1 Resonance structures of imidazole. 3 F I G U R E 1 Structures of some biologically active imidazole compounds. 4 S C H E M E 2 C H arylation reaction of imidazole.…”

Section: Introductionmentioning

confidence: 99%

Organosulphur and organoselenium ligands in designing metal‐based catalytic systems for C—H arylation of imidazole

Sharma

Bahuguna

Rawat

et al. 2023

Applied Organom Chemis

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Structural units substituted with imidazole motif play significant roles in many functional and biologically active molecules. Such units are important for naturally occurring chemicals, agrochemicals, medicines, and materials. An effective procedure employed for derivatizing imidazole is the arylation of CH bond with a high degree of regioselectively. C‐4 carbon in imidazole is the least preferred site of the CH arylation reaction. However, the C‐2 and C‐4 carbon centres are highly susceptible sites for arylation of imidazole. In recent years, palladium catalyzed direct coupling of imidazole and its derivatives with haloarenes has been developed. The present article aims to cover recent developments pertaining to the catalysis of CH functionalization of imidazoles by sulphur and/or selenium‐ligated palladium (II) complexes. Substrate scope of such reactions has been summarized. Variations in catalytic potential due to ligand binding mode, chalcogen donor, and other factors/features of the ligand are critically analyzed.

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Green approaches for the synthesis of poly-functionalized imidazole derivatives: A comprehensive review

Cited by 19 publications

References 108 publications

Synthesis and physical properties of tunable aryl alkyl ionic liquids based on 1-aryl-4,5-dimethylimidazolium cations

Synthesis and physical properties of tunable aryl alkyl ionic liquids based on 1-aryl-4,5-dimethylimidazolium cations

Zn(OAc)2•2H2O-catalyzed one-pot synthesis of divergently substituted Imidazoles

Organosulphur and organoselenium ligands in designing metal‐based catalytic systems for C—H arylation of imidazole

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