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- Title
Synthesis of Quinoline and 1,2,3,4-Tetrahydroquinoline Derivatives from Substituted o-Nitrotoluenes via Cesium-promoted [2 + 4] Cycloaddition.
- Authors
Guo, Weijie; Yi, Maocong; Wang, Jianhui; Liu, Guiyan
- Abstract
An atom economical highly efficient method has been developed for the synthesis of quinoline and 1,2,3,4-tetrahydroquinoline derivatives from o-nitrotoluenes bearing electron-withdrawing groups and olefins (acrylic esters, acrylonitriles, and methyl acrylates) via a base-catalyzed [2 + 4] cycloaddition. This simple, rapid, and environment- friendly method provides a practical pathway for the synthesis of quinoline and 1,2,3,4-tetrahydroquinoline derivatives. The starting materials are readily available and 37 products were obtained in good to excellent yields.
- Subjects
QUINOLINE; CHEMICAL synthesis; NITROTOLUENE; ALKENES; RING formation (Chemistry); HETEROCYCLIC chemistry
- Publication
Chinese Journal of Chemistry, 2017, Vol 35, Issue 10, p1569
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.201700150