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An efficient heterogeneous gold(I)-catalyzed intermolecular cycloaddition of 2-aminoaryl carbonyls and internal alkynes leading to polyfunctionalized quinolines |
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| Authors: | Wenli Hu Weisen Yang Tao Yan |
| Affiliation: | 1. Key Laboratory of Functional Small Organic Molecule, Ministry of Education and College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, China;2. Fujian Key Laboratory of Eco-Industrial Green Technology, College of Ecology and Resources Engineering, Wuyi University, Wuyishan, China |
| Abstract: | The first heterogeneous intermolecular cycloaddition of 2-aminoaryl carbonyls and internal alkynes was realized in DMF at 100?°C by using a triphenylphosphine-functionalized MCM-41-supported gold(I) complex [MCM-41-PPh3-AuCl] and AgOTf as catalysts, yielding a variety of polyfunctionalized quinolines in good to excellent yields. This heterogeneous gold(I) complex could easily be prepared via a simple two-step procedure from commercially available reagents and recovered by filtration of the reaction mixture. The recovered catalyst could be reused at least seven times with almost consistent activity without addition of AgOTf as a cocatalyst. |
| Keywords: | Cycloaddition gold heterogeneous catalysis internal alkynes quinoline |