N-Heterocyclic Carbene and Manganese Synergistic Catalysis: A Three-Component Radical Acylmonofluoroalkylation of Alkenes
Feng Liang, Ning Chen, Keguang Cheng, Quande Wang
Abstract
Despite the importance of monofluoroalkyl groups in pharmaceutically relevant molecules, catalytic protocols for their incorporation into alkenes remain limited. We describe herein a three-component acylmonofluoroalkylation of alkenes for the introduction of such moieties through an unprecedented cooperativity between the N-heterocyclic carbene catalyst and earth-abundant Mn(II) complex. This general method can be applied to a variety of alkenes, including styrenes, 1,3-enynes, and allenes, as well as complex substrates containing natural product and drug motifs.
Topics & Concepts
ChemistryCarbeneCatalysisManganeseCombinatorial chemistryComponent (thermodynamics)MoleculeNatural productCooperativityAlkeneOrganic chemistryThermodynamicsPhysicsBiochemistryFluorine in Organic ChemistryRadical Photochemical Reactions