Palladium-catalyzed coupling reactions on functionalized 2-trifluoromethyl-4-chromenone scaffolds. Synthesis of highly functionalized trifluoromethyl-heterocycles.

Autor: Izquierdo J; Center for Molecular Innovation and Drug Discovery, Northwestern University, Evanston, Illinois, USA., Jain AD; Center for Molecular Innovation and Drug Discovery, Northwestern University, Evanston, Illinois, USA., Abdulkadir SA; Department of Urology, Northwestern University, Chicago, Illinois, USA.; Robert H. Lurie Comprehensive Cancer Center, Feinberg School of Medicine, Northwestern University, Chicago, Illinois 60611, United States., Schiltz GE; Center for Molecular Innovation and Drug Discovery, Northwestern University, Evanston, Illinois, USA.; Robert H. Lurie Comprehensive Cancer Center, Feinberg School of Medicine, Northwestern University, Chicago, Illinois 60611, United States.; Department of Pharmacology, Northwestern University, Chicago, Illinois, USA.
Jazyk: angličtina
Zdroj: Synthesis [Synthesis (Stuttg)] 2019 Mar; Vol. 51 (6), pp. 1342-1352.
DOI: 10.1055/s-0037-1610669
Abstrakt: The chromenone core is a ubiquitous group in biologically-active natural products and has been extensively used in organic synthesis. Fluorine derived compounds, including those with a trifluoromethyl group (-CF 3 ), have shown enhanced biological activities in numerous pharmaceuticals compared with their non-fluorinated analogs. We have found that 2-trifluoromethyl chromenones can be readily functionalized in the 8- and 7-positions, providing chromenones cores of high structural complexity which are excellent precursors for numerous trifluoromethyl-heterocycles.
Databáze: MEDLINE