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Highly Modular Synthesis of 1,2-Diketones via Multicomponent Coupling Reactions of Isocyanides as CO Equivalents
46
Citations
83
References
2019
Year
Combinatorial ChemistryEngineeringHighly Modular SynthesisOrganic ChemistryChemistryHeterocycle ChemistryChemical EngineeringMulticomponent Coupling ReactionsOrganometallic CatalysisIntermediate 1,2-DiketonesCross-coupling ReactionCatalysisFour-component Pd-catalyzed CouplingHigh SelectivityAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringHeterocyclicCo Equivalents
A one-pot, four-component Pd-catalyzed coupling has been developed for the synthesis of unsymmetrical 1,2-diketones from aryl halides and alkyl zincs employing tert-butyl isocyanide as a CO source. The intermediate 1,2-diketones have been elaborated to quinoxalines. Mechanistic studies help to rationalize the high selectivity for the bis- vs monoinsertion product.
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