Metal-Free Tandem Approach for Triazole-Fused Diazepinone Scaffolds via [3 + 2]Cycloaddition/C–N Coupling Reaction
- 24 November 2020
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 86 (1), 207-222
- https://doi.org/10.1021/acs.joc.0c02022
Abstract
A novel metal-free, efficient cascade reaction has been developed to construct 1,2,3-triazole-fused 1,4-diazepinone skeletons. Mechanism investigation indicated that sodium azide has not only served as a 1,3-dipoles synthon in [3 + 2] cycloaddition but also prompted C–N bond formation. Furthermore, the potential utility of this protocol was demonstrated by scale-up synthesis of 1,2,3-triazole-fused diazepinone derivatives and the derivatization of them.Funding Information
- Ministry of Education of the People's Republic of China (3102017jc01001)
- National Natural Science Foundation of China (21702165, 51673156)
- Natural Science Foundation of Shaanxi Province (2018JQ2018)
- State Key Laboratory of Polymer Materials Engineering, Sichuan University (sklpme2018-4-34)
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