Advanced Synthesis & Catalysis · 2016 · 106 citations · 63 references
Natural SciencesChemistryCatalysisChemical KineticsOrganic ChemistryOrganic SynthesisRadical ReactionsReaction MechanismsC - H Bond FunctionalizationCopper-catalyzed CouplingMetal-mediated CyclizationMolecular Complexity AssessmentRadical CyclizationTransition-metal-catalyzed Functionalization
Abstract Most of the precedent copper‐catalyzed trifluoromethylation reactions of unactivated alkenes concern terminal alkenes, and these processes are terminated in elimination, or nucleophilic addition, or semipinacol rearrangement, or CH bond functionalization steps. In this study, we develop a trifluoromethylation method for both unactivated terminal and internal alkenes to enable divergent late‐stage radical cyclization and achieve high molecular complexity. These cyclizations are well consistent with Baldwin’s rule. Furthermore, a kinetic isotope effect (KIE) study and control reactions were conducted, and a plausible mechanism is proposed. magnified image
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The Many Roles for Fluorine in Medicinal Chemistry
William K. Hagmann · Journal of Medicinal Chemistry · 2008 · 3.6K citations · Full text
Innate C-H trifluoromethylation of heterocycles
Yining Ji, Tobias Brueckl, Ryan D. Baxter et al. · Proceedings of the National Academy of Sciences · 2011 · 755 citations
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