Organic Letters · 2019 · 82 citations · 94 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalytic MechanismsHeterocycle SynthesisOrganic SynthesisRedox CatalysisCarboxylate-ligand CatalysisHeterocycle FunctionalizationOrganometallic CatalysisPhosphine ReactivityReactive Intermediates In OrganometallicsRedox ConditionsTransition Metal-catalyzed SynthesisTransition-metal-catalyzed Functionalization
An unprecedented Rh(I)-catalyzed, amino-group-assisted C–H carboxylation of 2-arylanilines with CO2 under redox-neutral conditions has been developed. This reaction was promoted by a phosphine ligand with t-BuOK as the base and did not require the use of additional strong organometallic reagent. It enabled an efficient direct conversion of a broad range of 2-(hetero)arylanilines including electron-deficient heteroarenes to various phenanthridinones. Possible intermediates of the reaction were also evaluated in the preliminary mechanistic studies.
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Using carbon dioxide as a building block in organic synthesis
Qiang Liu, Lipeng Wu, Ralf Jackstell et al. · Nature Communications · 2015 · 2.1K citations · Full text