Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional Ligands
The CuI-catalyzed Ullmann amine cross-coupling between (hetero)aryl halides (Br, I) and aromatic and aliphatic amines has been accomplished in deep eutectic solvents as environmentally benign and recycling reaction media. Under optimized conditions, the reaction proceeds smoothly under mild conditio...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2019-10-01
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| Series: | Frontiers in Chemistry |
| Subjects: | |
| Online Access: | https://www.frontiersin.org/article/10.3389/fchem.2019.00723/full |
| _version_ | 1819019287120052224 |
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| author | Andrea Francesca Quivelli Paola Vitale Filippo Maria Perna Vito Capriati |
| author_facet | Andrea Francesca Quivelli Paola Vitale Filippo Maria Perna Vito Capriati |
| author_sort | Andrea Francesca Quivelli |
| collection | DOAJ |
| description | The CuI-catalyzed Ullmann amine cross-coupling between (hetero)aryl halides (Br, I) and aromatic and aliphatic amines has been accomplished in deep eutectic solvents as environmentally benign and recycling reaction media. Under optimized conditions, the reaction proceeds smoothly under mild conditions (60–100°C) in air, in the absence of ligands, with a catalyst (CuI) loading of 10 mol% and K2CO3 (aliphatic primary and secondary amines) or t-BuOK (aromatic amines) as the base. A variety of amines have been synthesized in yields up to 98% with a broad substrate scope. |
| first_indexed | 2024-12-21T03:32:55Z |
| format | Article |
| id | doaj.art-9cdec83cfc0d4b9f896ca996e86dbb82 |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-12-21T03:32:55Z |
| publishDate | 2019-10-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Chemistry |
| spelling | doaj.art-9cdec83cfc0d4b9f896ca996e86dbb822022-12-21T19:17:25ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462019-10-01710.3389/fchem.2019.00723480809Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional LigandsAndrea Francesca QuivelliPaola VitaleFilippo Maria PernaVito CapriatiThe CuI-catalyzed Ullmann amine cross-coupling between (hetero)aryl halides (Br, I) and aromatic and aliphatic amines has been accomplished in deep eutectic solvents as environmentally benign and recycling reaction media. Under optimized conditions, the reaction proceeds smoothly under mild conditions (60–100°C) in air, in the absence of ligands, with a catalyst (CuI) loading of 10 mol% and K2CO3 (aliphatic primary and secondary amines) or t-BuOK (aromatic amines) as the base. A variety of amines have been synthesized in yields up to 98% with a broad substrate scope.https://www.frontiersin.org/article/10.3389/fchem.2019.00723/fullUllmann amination reactioncopper catalysisdeep eutectic solventsamine synthesisgreen chemistry |
| spellingShingle | Andrea Francesca Quivelli Paola Vitale Filippo Maria Perna Vito Capriati Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional Ligands Frontiers in Chemistry Ullmann amination reaction copper catalysis deep eutectic solvents amine synthesis green chemistry |
| title | Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional Ligands |
| title_full | Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional Ligands |
| title_fullStr | Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional Ligands |
| title_full_unstemmed | Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional Ligands |
| title_short | Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions With No Additional Ligands |
| title_sort | reshaping ullmann amine synthesis in deep eutectic solvents a mild approach for cu catalyzed c n coupling reactions with no additional ligands |
| topic | Ullmann amination reaction copper catalysis deep eutectic solvents amine synthesis green chemistry |
| url | https://www.frontiersin.org/article/10.3389/fchem.2019.00723/full |
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