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Synthesis of Dibenzosiloles through Electrocatalytic Sila‐Friedel‐Crafts Reaction

Pan Han, Mengyun Yin, Haiqiong Li, Jundan Yi, Lin‐Hai Jing, Bang‐Guo Wei

2021Advanced Synthesis & Catalysis26 citationsDOI

Abstract

Abstract A novel electrocatalyzed method for the preparation of dibenzosiloles was developed through intramolecular C−H/Si−H dehydrogenative coupling strategy starting from biarylhydrosilanes. Both electro‐donating and electro‐withdrawing substitution groups were tolerated for this transformation, and the desired dibenzosilole products could be obtained in moderate to excellent yields. A sila‐Friedel‐Crafts reaction mechanism was proposed on the basis of previous literature and our controlled experiments. magnified image

Topics & Concepts

ChemistryIntramolecular forceFriedel–Crafts reactionTransformation (genetics)Coupling (piping)Substitution (logic)Combinatorial chemistryComputational chemistryOrganic chemistryMedicinal chemistryCatalysisComposite materialBiochemistryMaterials scienceComputer scienceProgramming languageGeneRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Synthesis of Dibenzosiloles through Electrocatalytic Sila‐Friedel‐Crafts Reaction | Litcius