Manganese-Catalyzed Achmatowicz Rearrangement Using Green Oxidant H2O2

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 in...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2021-07, Vol.86 (14), p.9563-9586
Main Authors: Xing, Qingzhao, Hao, Zhe, Hou, Jing, Li, Gaoqiang, Gao, Ziwei, Gou, Jing, Li, Chaoqun, Yu, Binxun
Format: Article
Language:English
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c00858