Rapid Access to Benzimidazo[1,2‑a]quinoline-Fused Isoxazoles via Pd(II)-Catalyzed Intramolecular Cross Dehydrogenative Coupling: Synthetic Versatility and Photophysical Studies
journal contributionposted on 2021-02-24, 22:29 authored by Subrata Sahoo, Shantanu Pal
An efficient and atom-economical palladium-catalyzed intramolecular cross dehydrogenative coupling (CDC) reaction has been developed for the construction of highly π-conjugated benzimidazo[1,2-a]quinoline-fused isoxazole scaffolds using molecular oxygen as sole oxidant. The approach portrayed wide substrate scope with good functional group tolerance and depicted a useful tool for the generation of fluorescence active compounds with high quantum yield. Synthetic versatility of the method via Fe-catalyzed reductive isoxazole ring cleavage toward pyridine, pyrimidine, pyrazole fused heteropolycyclic compounds has been showcase.
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oxidantgenerationdehydrogenativePdquantumheteropolycyclic compoundsSynthetic Versatilityatom-economical palladium-catalyzed...substrate scopeshowcasescaffoldgroup toleranceRapid Accessquinoline-fusedmethodIntramolecularapproachBenzimidazobenzimidazoquinoline-Fused IsoxazolestoolpyrazoleconstructionpyridineFe-catalyzed reductive isoxazole ri...DehydrogenativefluorescenceCDCPhotophysical Studiesπ-pyrimidineSynthetic versatility