Photocatalytic Decarboxylative Alkylation of Cyclic Imine–BF<sub>3</sub> Complexes: A Modular Route to Functionalized Azacycles
Kamal Bhatt, Alafate Adili, Andrew Tran, Kamal M. Elmallah, Ion Ghiviriga, Daniel Seidel
Abstract
Alkyl radicals generated via an acridine photocatalyzed decarboxylation reaction of feedstock carboxylic acids engage with a range of cyclic imine–BF 3 complexes to provide α-functionalized azacycles in an operationally simple process. A three-component variant of this transformation incorporating [1.1.1]propellane as an additional reaction partner enables the synthesis of valuable bicyclopentane (BCP)-containing azacycles. Reactions exhibit good functional group compatibility, enabling late-stage modification of complex bioactive molecules.
Topics & Concepts
ChemistryAlkylationIminePhotocatalysisModular designOrganic chemistryCatalysisComputer scienceOperating systemCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions