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Manganese-Catalyzed Achmatowicz Rearrangement Using Green Oxidant H<sub>2</sub>O<sub>2</sub>

Qingzhao Xing, Zhe Hao, Jing Hou, Gaoqiang Li, Ziwei Gao, Jing Gou, Chaoqun Li, Binxun Yu

2021The Journal of Organic Chemistry21 citationsDOI

Abstract

Oxidation reactions have been extensively studied in the context of the transformations of biomass-derived furans. However, in contrast to the vast literature on utilizing the stoichiometric oxidants, such as m-CPBA and NBS, catalytic methods for the oxidative furan-recyclizations remain scarcely investigated. Given this, we report a means of manganese-catalyzed oxidations of furan with low loading, achieving the Achmatowicz rearrangement in the presence of hydrogen peroxide as an environmentally benign oxidant under mild conditions with wide functional group compatibility.

Topics & Concepts

ChemistryFuranManganeseCatalysisHydrogen peroxideStoichiometryPeroxideOrganic chemistryCombinatorial chemistryMedicinal chemistryOxidative Organic Chemistry ReactionsCatalysis for Biomass ConversionCatalytic Alkyne Reactions
Manganese-Catalyzed Achmatowicz Rearrangement Using Green Oxidant H<sub>2</sub>O<sub>2</sub> | Litcius