Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditions
The cooperative activity of two proximal metal ions is well-known to exhibit highly efficient and synergistic catalytic activities in living organisms. Owing to this knowledge, tandem Cu–Zn systems have been widely used to catalyze a diversity of chemical transformations. This report describes the u...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2023-12-01
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| Series: | Tetrahedron Green Chem |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2773223123000262 |
| _version_ | 1797342096337666048 |
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| author | Mercy E. Agbo Hannah N. Heinz Jasmine B. Mather Jean Fotie |
| author_facet | Mercy E. Agbo Hannah N. Heinz Jasmine B. Mather Jean Fotie |
| author_sort | Mercy E. Agbo |
| collection | DOAJ |
| description | The cooperative activity of two proximal metal ions is well-known to exhibit highly efficient and synergistic catalytic activities in living organisms. Owing to this knowledge, tandem Cu–Zn systems have been widely used to catalyze a diversity of chemical transformations. This report describes the use of CuI and zinc dust as a sustainable tandem catalyst for the preparation of propargylamines via a three-component coupling reaction under neat conditions. This reaction proceeds at low temperature, and produces good yields with a number of aliphatic and aromatic aldehydes. The reactivity of a number of amines and alkynes has also been explored under these reaction conditions, resulting in 33 fully characterized compounds prepared in the process. Among the ketones tested during this study, only cyclohexanone was able to produce the expected product in a decent yield. The catalytic system reported here represents one of the sustainable approaches to the preparation of propargylamines, as it involves the use of naturally abundant metals as a tandem catalyst, at a low temperature and under neat conditions. |
| first_indexed | 2024-03-08T10:28:28Z |
| format | Article |
| id | doaj.art-53c0766727a64a9e846675484079f1f6 |
| institution | Directory Open Access Journal |
| issn | 2773-2231 |
| language | English |
| last_indexed | 2024-03-08T10:28:28Z |
| publishDate | 2023-12-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Tetrahedron Green Chem |
| spelling | doaj.art-53c0766727a64a9e846675484079f1f62024-01-27T07:03:20ZengElsevierTetrahedron Green Chem2773-22312023-12-012100027Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditionsMercy E. Agbo0Hannah N. Heinz1Jasmine B. Mather2Jean Fotie3Department of Chemistry and Physics, Southeastern Louisiana University, SLU 10878, Hammond, LA, 70402-0878, USADepartment of Chemistry and Physics, Southeastern Louisiana University, SLU 10878, Hammond, LA, 70402-0878, USADepartment of Chemistry and Physics, Southeastern Louisiana University, SLU 10878, Hammond, LA, 70402-0878, USACorresponding author.; Department of Chemistry and Physics, Southeastern Louisiana University, SLU 10878, Hammond, LA, 70402-0878, USAThe cooperative activity of two proximal metal ions is well-known to exhibit highly efficient and synergistic catalytic activities in living organisms. Owing to this knowledge, tandem Cu–Zn systems have been widely used to catalyze a diversity of chemical transformations. This report describes the use of CuI and zinc dust as a sustainable tandem catalyst for the preparation of propargylamines via a three-component coupling reaction under neat conditions. This reaction proceeds at low temperature, and produces good yields with a number of aliphatic and aromatic aldehydes. The reactivity of a number of amines and alkynes has also been explored under these reaction conditions, resulting in 33 fully characterized compounds prepared in the process. Among the ketones tested during this study, only cyclohexanone was able to produce the expected product in a decent yield. The catalytic system reported here represents one of the sustainable approaches to the preparation of propargylamines, as it involves the use of naturally abundant metals as a tandem catalyst, at a low temperature and under neat conditions.http://www.sciencedirect.com/science/article/pii/S2773223123000262Cu-Zn synergistic catalysisA3 couplingNeat conditionsPropargylamines |
| spellingShingle | Mercy E. Agbo Hannah N. Heinz Jasmine B. Mather Jean Fotie Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditions Tetrahedron Green Chem Cu-Zn synergistic catalysis A3 coupling Neat conditions Propargylamines |
| title | Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditions |
| title_full | Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditions |
| title_fullStr | Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditions |
| title_full_unstemmed | Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditions |
| title_short | Tandem CuI – Zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an A3 coupling reaction, under neat conditions |
| title_sort | tandem cui zinc dust as a sustainable catalyst for the preparation of propargylamine derivatives via an a3 coupling reaction under neat conditions |
| topic | Cu-Zn synergistic catalysis A3 coupling Neat conditions Propargylamines |
| url | http://www.sciencedirect.com/science/article/pii/S2773223123000262 |
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