European Journal of Organic Chemistry · 2014 · 38 citations · 45 references
Chemical EngineeringDerivativesEngineeringBiochemistrySp 2Natural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistryHeterocycle ChemistrySynthetic ChemistryPyridine Nitrogen AtomExclusive SynthesisIron Catalyst
Abstract The efficient and selective iron‐catalyzed C–H activation of 2‐benzhydrylpyridine derivatives was employed for the preparation of pyrido[1,2‐ a ]indoles through an intramolecular C–H amination reaction. In the presence of molecular oxygen as the sole oxidant, the same 2‐benzhydrylpyridines were also used for the synthesis of the corresponding tertiary alcohols. In these approaches, the iron catalyst was used to selectively activate the C(sp 2 )–H bond of 2‐benzhydrylpyridine, in the case of the intramolecular ring‐closing C–H amination reaction in which the pyridine nitrogen atom was a directing group as well as a nucleophile, and the C(sp 3 )–H bond of the same compound, in the case of the oxidation reaction to give the corresponding triaryl carbinol.
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