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Regioselective Synthesis of Substituted Naphthalenes: A Novel de Novo Approach Based on a Metal-Free Protocol for Stepwise Cycloaddition of <i>o-</i>Alkynylbenzaldehyde Derivatives with Either Alkynes or Alkenes
133
Citations
7
References
2003
Year
Stepwise CycloadditionEngineeringOrganic ChemistryChemistryHeterocycle ChemistryChemical EngineeringDiversity Oriented SynthesisOrganometallic CatalysisSubstituted NaphthalenesNovo ApproachCross-coupling ReactionDerivativesDiversity-oriented Synthesis1-Iodonaphthalene DerivativesCatalysisBiomolecular EngineeringRoom TemperatureAlkene MetathesisIodonium IonsNatural SciencesDerivative (Chemistry)Synthetic Chemistry
[reaction: see text]. Iodonium ions, o-alkynyl-substituted carbonyl compounds, and alkynes react to give 1-iodonaphthalene derivatives featuring interesting substitution patterns. The reaction with alkenes instead of acetylenes affords related naphthyl ketone derivatives. These two metal-free processes are conducted at room temperature and furnish products in a regioselective manner.
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