Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles
A facile, one-pot, and proficient method was developed for the production of various 2-arylaminobenzimidazoles. This methodology is based for the first time on a copper catalyst promoted domino C–N cross-coupling reaction for the generation of 2-arylaminobenzimidazoles. Mechanistic investigations re...
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MDPI AG
2020-04-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/8/1788 |
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doaj-6039e11bc5e5489ea5a1d8831d13d5142020-11-25T02:01:13ZengMDPI AGMolecules1420-30492020-04-01251788178810.3390/molecules25081788Copper-Promoted One-Pot Approach: Synthesis of BenzimidazolesS. N. Murthy Boddapati0Ramana Tamminana1Ravi Kumar Gollapudi2Sharmila Nurbasha3Mohamed E. Assal4Osamah Alduhaish5Mohammed Rafiq H. Siddiqui6Hari Babu Bollikolla7Syed Farooq Adil8Department of Chemistry, Acharya Nagarjuna University, Guntur, Andhar Pradesh 522510, IndiaDepartment of Chemistry, GITAM Deemed to Be University, Bengaluru Campus, Karnataka 562163, IndiaDepartment of Chemistry, Acharya Nagarjuna University, Guntur, Andhar Pradesh 522510, IndiaDepartment of Chemistry, Acharya Nagarjuna University, Guntur, Andhar Pradesh 522510, IndiaDepartment of Chemistry, College of Science, King Saud University, P.O. 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, Acharya Nagarjuna University, Guntur, Andhar Pradesh 522510, IndiaDepartment of Chemistry, College of Science, King Saud University, P.O. 2455, Riyadh 11451, Saudi ArabiaA facile, one-pot, and proficient method was developed for the production of various 2-arylaminobenzimidazoles. This methodology is based for the first time on a copper catalyst promoted domino C–N cross-coupling reaction for the generation of 2-arylaminobenzimidazoles. Mechanistic investigations revealed that the synthetic pathway involves a copper-based desulphurization/nucleophilic substitution and a subsequent domino intra and intermolecular C–N cross-coupling reactions. Some of the issues typically encountered during the synthesis of 2-arylaminobezimidazoles, including the use of expensive catalytic systems and the low reactivity of bromo precursors, were addressed using this newly developed copper-catalyzed method. The reaction procedure is simple, generally with excellent substrate tolerance, and provides good to high yields of the desired products.https://www.mdpi.com/1420-3049/25/8/1788copper catalystdesulfurizationdomino C–Ncross-coupling2-aminoaryl benzimidazolehomogeneous catalysis |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
S. N. Murthy Boddapati Ramana Tamminana Ravi Kumar Gollapudi Sharmila Nurbasha Mohamed E. Assal Osamah Alduhaish Mohammed Rafiq H. Siddiqui Hari Babu Bollikolla Syed Farooq Adil |
| spellingShingle |
S. N. Murthy Boddapati Ramana Tamminana Ravi Kumar Gollapudi Sharmila Nurbasha Mohamed E. Assal Osamah Alduhaish Mohammed Rafiq H. Siddiqui Hari Babu Bollikolla Syed Farooq Adil Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles Molecules copper catalyst desulfurization domino C–Ncross-coupling 2-aminoaryl benzimidazole homogeneous catalysis |
| author_facet |
S. N. Murthy Boddapati Ramana Tamminana Ravi Kumar Gollapudi Sharmila Nurbasha Mohamed E. Assal Osamah Alduhaish Mohammed Rafiq H. Siddiqui Hari Babu Bollikolla Syed Farooq Adil |
| author_sort |
S. N. Murthy Boddapati |
| title |
Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles |
| title_short |
Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles |
| title_full |
Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles |
| title_fullStr |
Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles |
| title_full_unstemmed |
Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles |
| title_sort |
copper-promoted one-pot approach: synthesis of benzimidazoles |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2020-04-01 |
| description |
A facile, one-pot, and proficient method was developed for the production of various 2-arylaminobenzimidazoles. This methodology is based for the first time on a copper catalyst promoted domino C–N cross-coupling reaction for the generation of 2-arylaminobenzimidazoles. Mechanistic investigations revealed that the synthetic pathway involves a copper-based desulphurization/nucleophilic substitution and a subsequent domino intra and intermolecular C–N cross-coupling reactions. Some of the issues typically encountered during the synthesis of 2-arylaminobezimidazoles, including the use of expensive catalytic systems and the low reactivity of bromo precursors, were addressed using this newly developed copper-catalyzed method. The reaction procedure is simple, generally with excellent substrate tolerance, and provides good to high yields of the desired products. |
| topic |
copper catalyst desulfurization domino C–Ncross-coupling 2-aminoaryl benzimidazole homogeneous catalysis |
| url |
https://www.mdpi.com/1420-3049/25/8/1788 |
| work_keys_str_mv |
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