Vanjari, Rajeshwer ; Dutta, Shubham ; Gogoi, Manash P. ; Gandon, Vincent ; Sahoo, Akhila K. (2018) Gold-Catalyzed syn-1,2-Difunctionalization of Ynamides via Nitrile Activation Organic Letters, 20 (24). pp. 8077-8081. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.8b03830
Related URL: http://dx.doi.org/10.1021/acs.orglett.8b03830
Abstract
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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 121798 |
| Deposited On: | 22 Jul 2021 07:59 |
| Last Modified: | 22 Jul 2021 07:59 |
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