Publication Details:
Title: Gold-Catalyzed syn-1,2-Difunctionalization of Ynamides via Nitrile Activation
| Author(s) | Rajeshwer Vanjari, Shubham Dutta, Manash P Gogoi, Vincent Gandon, and Akhila K Sahoo : Org. Lett., 2018, 20, 8077–8081 |
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| Journal Name | Organic Letters |
| Link to | https://pubs.acs.org/doi/abs/10.1021/acs.orglett.8b03830 |
| journal image URL | http://chemistry.uohyd.ac.in/~aks/wp-content/uploads/rajeshol.png |
More Details:
Developed is an unprecedented Au(I)-catalyzed syn-1,2-difunctionalization of ynamides with 2-aminobenzonitriles via nitrile activation. The coupling between ynamides and 2-aminobenzonitriles is explicitly regioselective, providing a straightforward access to 2,4-diamino-substituted quinolines. Density functional theory (DFT) study provides insightful information and rationalizes the reaction pathway. It shows how the synergy between ynamide π-activation and nitrile σ-coordination by the Au(I) catalyst makes the cyclization viable.