Organic Letters · 2023 · 12 citations · 27 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisCarbonylation ReactionsFused Heterocycle SynthesisPalladium CatalystsQuinoline ChemistryQuinoline SynthesisQuinoxaline ChemistryQuinoxaline SynthesisRearrangement Reactions
A facile and straightforward approach for the synthesis of fused quinoxalinones via palladium-catalyzed cascade carbonylative cyclization of 2-heteroaryl iodobenzene and NaN 3 has been achieved. The transformation might undergo cascade carbonylation, formation of acyl azide, a Curtius rearrangement, and an intramolecular cyclization sequence. The obtained heterocycle products can be easily transformed into other structurally diverse valuable compounds, which demonstrates the synthetic utility of the developed protocol.
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Jean Guillon, Philippe Grellier, Mehdi Labaïed et al. · Journal of Medicinal Chemistry · 2004 · 169 citations