Publication | Closed Access
Copper‐Catalyzed One‐Pot Trifluoromethylation/Aryl Migration/Carbonyl Formation with Homopropargylic Alcohols
152
Citations
102
References
2014
Year
Cross-coupling ReactionNovel OrganocatalystsEngineeringAlkene MetathesisRadical PathwayOrganic ChemistryOrganometallic CatalysisCatalysisChemistryAryl MigrationAsymmetric CatalysisBiomolecular EngineeringHomopropargylic Alcohols
A novel copper-catalyzed one-pot functionalization of homopropargylic alcohols that involves trifluoromethylation, aryl migration, and formation of a carbonyl moiety has been developed. This reaction constitutes the first direct conversion of homopropargylic alcohols into CF3-containing 3-butenal or 3-buten-1-one derivatives in a regioselective manner. Mechanistic studies indicate that the 1,4-aryl migration proceeds through a radical pathway.
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