Journal of the American Chemical Society · 2015 · 225 citations · 63 references
Cross-coupling ReactionDomino SpirocyclizationsEngineeringCatalytic Domino SpirocyclizationHeterocyclicOrganic ChemistryRadical Coupling Sequences6-Exo-dig CyclizationCatalysisOrganometallic CatalysisChemistryHeterocycle ChemistryBiomolecular Engineering
A catalytic domino spirocyclization of 1,7-enynes with simple cycloalkanes and cyclo-1,3-dicarbonyls has been established via multiple C-C bond formations from alkynyl/alkenyl functions and dual α,α-C(sp(3))-H abstraction/insertion. The reaction involves addition, 6-exo-dig cyclization and radical coupling sequences under convenient catalytic conditions and provides a concise access to spiro cyclopenta[c]quinolines in good to excellent yields.
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