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Visible-Light-Promoted Polysubstituted Olefins Synthesis Involving Sulfur Ylides as Carbene Trapping Reagents

Cong Ye, Bao‐Gui Cai, Juan Lü, Xiao Cheng, Lei Li, Zhongwen Pan, Jun Xuan

2020The Journal of Organic Chemistry53 citationsDOI

Abstract

A blue-light-emitting diode (LED) promoted coupling of aryl diazoacetates with sulfur ylides is described. This protocol features mild conditions, good functional group tolerance, and broad substrate scope for both aryl diazoacetates with sulfur ylides. Under optimal reaction conditions, a wide range of trisubstituted olefins is obtained in moderate to good yield, which can be further transferred to other biologically important heterocycles after a two-step simple operation.

Topics & Concepts

CarbeneSulfurArylReagentYield (engineering)Substrate (aquarium)Functional groupChemistryCombinatorial chemistryPhotochemistryTrappingCatalysisOrganic chemistryMaterials scienceAlkylOceanographyPolymerGeologyEcologyMetallurgyBiologyCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
Visible-Light-Promoted Polysubstituted Olefins Synthesis Involving Sulfur Ylides as Carbene Trapping Reagents | Litcius