Advanced Synthesis & Catalysis · 2009 · 55 citations · 47 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisOrganic SynthesisBenzoxazole SynthesisCopper CatalysisCopper ChemistryCopper-catalyzed CouplingMulticomponent Reaction Chemistry
Abstract We have developed an efficient copper‐catalyzed method for the synthesis of the benzoxazoline‐amidine derivatives. The protocol uses inexpensive copper(I) iodide as the catalyst, and furnished the expected product in good to excellent yields by a three‐component reaction of sulfonyl azides, terminal alkynes and Schiffs’ bases in terahydrofuran (THF) at room temperature for 8 h in the presence of triethylamine. This novel synthetic protocol is selective, efficient and general. A plausible mechanism for this process is proposed.
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Maximizing Synthetic Efficiency: Multi-Component Transformations Lead the Way
Hugues Bienaymé, Chris Hulme, G. ODDON et al. · Chemistry - A European Journal · 2000 · 1.1K citations · Full text