Chemical Communications · 2014 · 41 citations · 90 references
Natural SciencesChemistryOrganic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisRadical ReactionsRetrosynthetic AnalysisMulticomponent Reaction ChemistryRing-forming ReactionsSelective Synthesis
A novel strategy has been developed for the highly chemo- and stereo-selective synthesis of (Z)-β-perfluoroalkyl enaminones from readily available starting materials via a multicomponent radical reaction involving sequential fluoroalkylation and Kornblum-DeLaMare reaction. Notably, this methodology involves the concurrent cleavage of at least three chemical bonds, including two C-F bonds and one C-X (X = Br or I) bond, as well as the formation of three new bonds, including one C=O bond, one C=C bond and one C-N bond, in one pot.
90