4.5 Article

PhSe(O)OH/NHPI-catalyzed oxidative deoximation reaction using air as oxidant

期刊

MOLECULAR CATALYSIS
卷 514, 期 -, 页码 -

出版社

ELSEVIER
DOI: 10.1016/j.mcat.2021.111849

关键词

Carbonyl; Deoximation; Free radical reaction; Oxidation; Selenium

资金

  1. Jiangsu Provincial Six Talent Peaks Project [XCL-090]
  2. Natural Science Foundation of Jiangsu Province [BK20181449]
  3. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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A novel oxidative deoximation method utilizing NHPI as a co-catalyst was developed in this study, which can utilize air as an oxidant under mild reaction conditions in a green solvent. The activation of the catalytic organoselenium species was found to be essential for the reaction process, with potential application in pharmaceutical industry due to the transition metal-free process.
A novel oxidative deoximation method was developed in this article. Compared with the reported organoselenium-catalyzed oxidative deoximation reaction, this reaction employed N-hydroxyphthalimide (NHPI) as the co-catalyst, so that the oxidative deoximation reaction could utilize air as oxidant in the green DMC solvent under mild reaction conditions. Control experiments and X-ray photoelectron spectroscopy (XPS) analysis results indicated that NHPI was essential for activating the catalytic organoselenium species. It could accelerate the activation of molecular oxygen in air to promote the reaction process. The reaction can avoid metal residues in product and is of potential application values in pharmaceutical industry due to the transition metal-free process.

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