The Journal of Organic Chemistry · 2019 · 40 citations · 31 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisSelectivity OptimizationTemplate-directed SynthesisHeterocycle FunctionalizationPalladium CatalystsSelectivityThiadiazole ChemistryThiazole ChemistryThiazole Synthesis
An efficient method has been developed to afford highly C-5 selective olefination of thiazole derivatives utilizing a bifunctional template in an intermolecular fashion. Coordinative interaction between the substrates and the metal chelated template backbone plays a crucial role in high C-5 selectivity. Excellent selectivity for the C-5 position was observed while mono substituted (2- or 4-) or even more challenging unsubstituted thiazoles were employed.
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