The Journal of Organic Chemistry · 2022 · 15 citations · 43 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAromatization CatalysisBenzoxazole SynthesisComplex Molecule SynthesisRing-forming ReactionsTandem Catalysis
A Rh(III)-catalyzed tandem reaction for the synthesis of (quinazolin-2-yl)methanone derivatives has been explored from 2,1-benzisoxazoles and α-azido ketones. The transformation involves Rh(III)-catalyzed denitrogenation of α-azido ketones, aza-[4 + 2] cycloaddition, ring opening, and dehydration aromatization processes. Notably, the aza-[4 + 2] cycloaddition of an imine rhodium complex intermediate with 2,1-benzisoxazoles is the key to this reaction.
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Yizhe Yan, Yonghui Zhang, Cheng‐Tao Feng et al. · Angewandte Chemie International Edition · 2012 · 207 citations
Pandula T. Kirinde Arachchige, Chae S. Yi · Organic Letters · 2019 · 108 citations