European Journal of Organic Chemistry · 2016 · 35 citations · 55 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisOrganic SynthesisReaction MechanismsAllylic FunctionalizationArene FunctionalizationC - H Bond FunctionalizationC-h ActivationDouble Bond ConfigurationHeterocycle FunctionalizationRoom-temperature Synthesis
Abstract A Rh III ‐catalyzed C–H allylation of electron‐deficient arenes, heteroarenes, and alkenes at room temperature was developed with allyl bromide. The reaction was carried out in diethyl ether without dehydration, and C–H activation was assisted by the directing anionic nitrogen of the aniline‐derived amide. Following the allylation, a domino cycling synthesis of 3,4‐dihydroisoquinolin‐1(2 H )‐ones with N ‐bromosuccinimide (NBS) through intramolecular aminobromination of the introduced double bond was achieved.
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Biotinylated Rh(III) Complexes in Engineered Streptavidin for Accelerated Asymmetric C–H Activation
Todd K. Hyster, Livia Knörr, Thomas R. Ward et al. · Science · 2012 · 806 citations · Full text