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Three‐Component Reaction for the Synthesis of Highly Functionalized Propargyl Ethers

Guillaume Pisella, Alec Gagnebin, Jérôme Waser

2020Chemistry - A European Journal24 citationsDOIOpen Access PDF

Abstract

Multicomponent reactions provide efficient means to access molecular complexity. Herein, we report a copper-catalyzed three-component reaction of diazo compounds, alcohols and ethynyl benziodoxole (EBX) reagents for the synthesis of propargyl ethers. Extensive variations of the three partners of the reaction is possible, leading to highly functionalized and structurally diverse products under mild conditions. Alkynylation of a copper ylide intermediate is postulated as key step for this transformation.

Topics & Concepts

PropargylReagentYlideChemistryDiazoAlkynylationCombinatorial chemistryComponent (thermodynamics)CopperOrganic chemistryCatalysisPhysicsThermodynamicsCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsSynthetic Organic Chemistry Methods