Copper-catalyzed arylation of alkyl halides with arylaluminum reagents
We report a Cu-catalyzed coupling between triarylaluminum reagents and alkyl halides to form arylalkanes. The reaction proceeds in the presence of N,N,N’,N’-tetramethyl-o-phenylenediamine (NN-1) as a ligand in combination with CuI as a catalyst. This catalyst system enables the coupling of primary a...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2015-12-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.11.261 |
| _version_ | 1818932885330067456 |
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| author | Bijay Shrestha Ramesh Giri |
| author_facet | Bijay Shrestha Ramesh Giri |
| author_sort | Bijay Shrestha |
| collection | DOAJ |
| description | We report a Cu-catalyzed coupling between triarylaluminum reagents and alkyl halides to form arylalkanes. The reaction proceeds in the presence of N,N,N’,N’-tetramethyl-o-phenylenediamine (NN-1) as a ligand in combination with CuI as a catalyst. This catalyst system enables the coupling of primary alkyl iodides and bromides with electron-neutral and electron-rich triarylaluminum reagents and affords the cross-coupled products in good to excellent yields. |
| first_indexed | 2024-12-20T04:39:35Z |
| format | Article |
| id | doaj.art-71e25b5df8004c50996686feaad36b53 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T04:39:35Z |
| publishDate | 2015-12-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-71e25b5df8004c50996686feaad36b532022-12-21T19:53:10ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-12-011112400240710.3762/bjoc.11.2611860-5397-11-261Copper-catalyzed arylation of alkyl halides with arylaluminum reagentsBijay Shrestha0Ramesh Giri1Department of Chemistry & Chemical Biology, The University of New Mexico, Albuquerque, NM 87131, USADepartment of Chemistry & Chemical Biology, The University of New Mexico, Albuquerque, NM 87131, USAWe report a Cu-catalyzed coupling between triarylaluminum reagents and alkyl halides to form arylalkanes. The reaction proceeds in the presence of N,N,N’,N’-tetramethyl-o-phenylenediamine (NN-1) as a ligand in combination with CuI as a catalyst. This catalyst system enables the coupling of primary alkyl iodides and bromides with electron-neutral and electron-rich triarylaluminum reagents and affords the cross-coupled products in good to excellent yields.https://doi.org/10.3762/bjoc.11.261alkylationarylalkanescoppercross-couplingorganoaluminum |
| spellingShingle | Bijay Shrestha Ramesh Giri Copper-catalyzed arylation of alkyl halides with arylaluminum reagents Beilstein Journal of Organic Chemistry alkylation arylalkanes copper cross-coupling organoaluminum |
| title | Copper-catalyzed arylation of alkyl halides with arylaluminum reagents |
| title_full | Copper-catalyzed arylation of alkyl halides with arylaluminum reagents |
| title_fullStr | Copper-catalyzed arylation of alkyl halides with arylaluminum reagents |
| title_full_unstemmed | Copper-catalyzed arylation of alkyl halides with arylaluminum reagents |
| title_short | Copper-catalyzed arylation of alkyl halides with arylaluminum reagents |
| title_sort | copper catalyzed arylation of alkyl halides with arylaluminum reagents |
| topic | alkylation arylalkanes copper cross-coupling organoaluminum |
| url | https://doi.org/10.3762/bjoc.11.261 |
| work_keys_str_mv | AT bijayshrestha coppercatalyzedarylationofalkylhalideswitharylaluminumreagents AT rameshgiri coppercatalyzedarylationofalkylhalideswitharylaluminumreagents |