Chemical Science · 2016 · 176 citations · 82 references
Natural SciencesChemistryCatalysisIndustrial ChemistryReaction EngineeringPhotocatalysisPhotochemical SynthesisPhotochemistryRadical ReactionsBorylation ReactionsContinuous FlowContinuous Flow ProcessingContinuous-flow Photochemical SynthesisFunctional Group ToleranceSubstrate ScopeSubstrate Scope ExpansionSubstrate Scope Profiling
A rapid, chemoselective and metal-free C-B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.
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Thermal, Catalytic, Regiospecific Functionalization of Alkanes
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Photoinduced Ullmann C–N Coupling: Demonstrating the Viability of a Radical Pathway
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