Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction
This investigation describes an efficient method for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction of unsubstituted bis(indolyl)methanes with aryl iodides in the presence of several Cu salts and CuFe$_{2}$O$_{4}$ as homogeneous and heterogeneous catalysts,...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Académie des sciences
2021-09-01
|
| Series: | Comptes Rendus. Chimie |
| Subjects: | |
| Online Access: | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.111/ |
| _version_ | 1797651357450108928 |
|---|---|
| author | Hassani Bagheri, Fatemeh Khabazzadeh, Hojatollah Fayazi, Maryam |
| author_facet | Hassani Bagheri, Fatemeh Khabazzadeh, Hojatollah Fayazi, Maryam |
| author_sort | Hassani Bagheri, Fatemeh |
| collection | DOAJ |
| description | This investigation describes an efficient method for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction of unsubstituted bis(indolyl)methanes with aryl iodides in the presence of several Cu salts and CuFe$_{2}$O$_{4}$ as homogeneous and heterogeneous catalysts, respectively. Among these Cu containing catalysts, CuFe$_{2}$O$_{4}$ under ligand-free conditions showed the best activity and selectivity for mono N-arylation of bis(indolyl)methanes. Notably, CuFe$_{2}$O$_{4}$ catalyst was recovered and reused several times. |
| first_indexed | 2024-03-11T16:13:51Z |
| format | Article |
| id | doaj.art-055ddf3093114e0496606534f3921d75 |
| institution | Directory Open Access Journal |
| issn | 1878-1543 |
| language | English |
| last_indexed | 2024-03-11T16:13:51Z |
| publishDate | 2021-09-01 |
| publisher | Académie des sciences |
| record_format | Article |
| series | Comptes Rendus. Chimie |
| spelling | doaj.art-055ddf3093114e0496606534f3921d752023-10-24T14:22:55ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432021-09-0124230531710.5802/crchim.11110.5802/crchim.111Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reactionHassani Bagheri, Fatemeh0Khabazzadeh, Hojatollah1https://orcid.org/0000-0003-2954-5410Fayazi, Maryam2https://orcid.org/0000-0002-9385-136XDepartment of Chemistry, Shahid Bahonar University of Kerman, 7616914111, Kerman, IranDepartment of Chemistry, Shahid Bahonar University of Kerman, 7616914111, Kerman, IranDepartment of Environment, Institute of Science and High Technology and Environmental Sciences, Graduate University of Advanced Technology, 7631818356, Kerman, IranThis investigation describes an efficient method for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction of unsubstituted bis(indolyl)methanes with aryl iodides in the presence of several Cu salts and CuFe$_{2}$O$_{4}$ as homogeneous and heterogeneous catalysts, respectively. Among these Cu containing catalysts, CuFe$_{2}$O$_{4}$ under ligand-free conditions showed the best activity and selectivity for mono N-arylation of bis(indolyl)methanes. Notably, CuFe$_{2}$O$_{4}$ catalyst was recovered and reused several times.https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.111/Aryl iodideCross-couplingCu(OAc)$_{2}$CuFe$_{2}$O$_{4}$Ethylene glycolN-arylationUnsymmetrical bis(indolyl)methanes |
| spellingShingle | Hassani Bagheri, Fatemeh Khabazzadeh, Hojatollah Fayazi, Maryam Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction Comptes Rendus. Chimie Aryl iodide Cross-coupling Cu(OAc)$_{2}$ CuFe$_{2}$O$_{4}$ Ethylene glycol N-arylation Unsymmetrical bis(indolyl)methanes |
| title | Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction |
| title_full | Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction |
| title_fullStr | Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction |
| title_full_unstemmed | Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction |
| title_short | Copper-catalyzed N-arylation of bis(indolyl)methanes: the first approach for the synthesis of unsymmetrical N-aryl bis(indolyl)methanes by C–N cross-coupling reaction |
| title_sort | copper catalyzed n arylation of bis indolyl methanes the first approach for the synthesis of unsymmetrical n aryl bis indolyl methanes by c n cross coupling reaction |
| topic | Aryl iodide Cross-coupling Cu(OAc)$_{2}$ CuFe$_{2}$O$_{4}$ Ethylene glycol N-arylation Unsymmetrical bis(indolyl)methanes |
| url | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.111/ |
| work_keys_str_mv | AT hassanibagherifatemeh coppercatalyzednarylationofbisindolylmethanesthefirstapproachforthesynthesisofunsymmetricalnarylbisindolylmethanesbycncrosscouplingreaction AT khabazzadehhojatollah coppercatalyzednarylationofbisindolylmethanesthefirstapproachforthesynthesisofunsymmetricalnarylbisindolylmethanesbycncrosscouplingreaction AT fayazimaryam coppercatalyzednarylationofbisindolylmethanesthefirstapproachforthesynthesisofunsymmetricalnarylbisindolylmethanesbycncrosscouplingreaction |