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Synthesis 2019; 51(06): 1342-1352
DOI: 10.1055/s-0037-1610669
DOI: 10.1055/s-0037-1610669
paper
Palladium-Catalyzed Coupling Reactions on Functionalized 2-Trifluoromethyl-4-chromenone Scaffolds: Synthesis of Highly Functionalized Trifluoromethyl Heterocycles
This work was performed in the Northwestern University Medicinal and Synthetic Chemistry Core (ChemCore) at the Center for Molecular Innovation and Drug Discovery (CMIDD), which received funding from the Chicago Biomedical Consortium with support from The Searle Funds at The Chicago Community Trust. Financial support from Cancer Center Support Grant P30 CA060553 from the National Cancer Institute awarded to the Robert H. Lurie Comprehensive Cancer Center is also gratefully acknowledged. Funding from the National Cancer Institute of the National Institutes of Health under Award Number R01CA189074 is also acknowledged.Weitere Informationen
Publikationsverlauf
Received: 17. September 2018
Accepted after revision: 11. Oktober 2018
Publikationsdatum:
20. November 2018 (online)
Abstract
The chromenone core is an ubiquitous group in biologically active natural products and has been extensively used in organic synthesis. Fluorine-derived compounds, including those with a trifluoromethyl group (CF3), have shown enhanced biological activities in numerous pharmaceuticals compared with their non-fluorinated analogues. 2-Trifluoromethylchromenones can be readily functionalized at the 8- and 7-positions, providing chromenones cores of high structural complexity, which are excellent precursors for numerous trifluoromethyl heterocycles.
Key words
fluorine - chromenone - trifluoromethyl heterocycle synthesis - palladium-catalyzed couplingSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610669.
- Supporting Information
- CIF File
-
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