A New Route for the Synthesis of Trichloromethyl-1H-Benzo[d]imidazole and (1,2,3- Triazol)-1H-Benzo[d]imidazole Derivatives via Copper-catalyzed N-Arylation and Huisgen Reactions

In this study, functionalized 2-(trichloromethyl)-1<i>H-</i>benzo[<i>d</i>]imidazole derivative with good yields was synthesized using a copper-catalyzed <i>N</i>-arylation reaction of 2- iodoaniline and trichloroacetonitrile. This reaction was performed by employing the catalytic value of copper (I) and 1,10-phenanthroline as the ligand in tetrahydrofuran solvent at 23°C. In the following, the reaction of the final product with phenylacetylene and sodium azide (Huisgen reaction) using the copper catalyst in water solvent at 23°C led to the synthesis of new (1,2,3-triazol)-1<i>H-</i>benzo[<i>d</i>]imidazole derivatives with the principles of green chemistry and suitable efficiency. The availability of raw materials and suitable catalysts, mild reaction conditions, and easy purification are among the advantages of this method for the synthesis of various multi-substituted benzo[<i>d</i>]imidazole and 1,2,3-triazole derivatives.

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Publication Details

Journal
Current Organic Chemistry
Published
2024-09-10
DOI
https://doi.org/10.2174/0113852728322595240819045039
Citations
1
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.25
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article

A New Route for the Synthesis of Trichloromethyl-1H-Benzo[d]imidazole and (1,2,3- Triazol)-1H-Benzo[d]imidazole Derivatives via Copper-catalyzed N-Arylation and Huisgen Reactions

Manijeh Nematpour
1 citations
Current Organic Chemistry
Cyclopropane Reaction Mechanisms
0.25
article

A New Route for the Synthesis of Trichloromethyl-1H-Benzo[d]imidazole and (1,2,3- Triazol)-1H-Benzo[d]imidazole Derivatives via Copper-catalyzed N-Arylation and Huisgen Reactions

Manijeh Nematpour
article en
1 citations

Abstract

In this study, functionalized 2-(trichloromethyl)-1<i>H-</i>benzo[<i>d</i>]imidazole derivative with good yields was synthesized using a copper-catalyzed <i>N</i>-arylation reaction of 2- iodoaniline and trichloroacetonitrile. This reaction was performed by employing the catalytic value of copper (I) and 1,10-phenanthroline as the ligand in tetrahydrofuran solvent at 23°C. In the following, the reaction of the final product with phenylacetylene and sodium azide (Huisgen reaction) using the copper catalyst in water solvent at 23°C led to the synthesis of new (1,2,3-triazol)-1<i>H-</i>benzo[<i>d</i>]imidazole derivatives with the principles of green chemistry and suitable efficiency. The availability of raw materials and suitable catalysts, mild reaction conditions, and easy purification are among the advantages of this method for the synthesis of various multi-substituted benzo[<i>d</i>]imidazole and 1,2,3-triazole derivatives.

Current Organic ChemistryVol. 29(7)
Farhangian University (IR)
Openalex Percentile: Top 49%
Cyclopropane Reaction Mechanisms
0.25
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