Angewandte Chemie International Edition · 2018 · 275 citations · 50 references
Natural SciencesChemical EngineeringChemistryCatalysisDrug DiscoveryOrganic ChemistryCatalytic MechanismsHeterocyclic ChemistryPhotocatalysisPhotochemical SynthesisPhotochemistryCarbene Transfer ReactionsCyclopropanation ReactionsMetal CatalystsMild Reaction ConditionsPhotocatalytic SynthesisPhotochemical CycloadditionPhotochemical ReactionsTransition Metal Catalysts
Carbenes are very important reactive intermediates to access a variety of complex molecules and are applied widely in organic synthesis and drug discovery. Typically, their chemistry is accessed by the use of transition metal catalysts. Herein, we describe the application of low-energy blue light for the photochemical generation of carbenes from donor-acceptor diazoalkanes. This catalyst-free and operationally simple approach enables highly efficient cyclopropenation reactions with alkynes and the rearrangement of sulfides under mild reaction conditions, which can be utilized for both batch and continuous-flow processes.
50
Blue light-promoted photolysis of aryldiazoacetates
Igor D. Jurberg, Huw M. L. Davies · Chemical Science · 2018 · 395 citations · Full text