4.7 Article

Organotellurium-catalyzed oxidative deoximation reactions using visible-light as the precise driving energy

Journal

CHINESE CHEMICAL LETTERS
Volume 32, Issue 3, Pages 1029-1032

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2020.09.012

Keywords

Photocatalysis; Tellurium; Deoximation; Sustainable energy; Ketone

Funding

  1. Natural Science Foundation of Jiangsu Province [BK20181449]
  2. Natural Science Foundation of Zhejiang Province [LY19B020004]
  3. Jiangsu Provincial Six Talent Peaks Project [XCL-090]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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The recyclable (PhTe)(2)-catalyzed oxidative deoximation reaction can occur under mild conditions with elevated product yields and expanded substrate scope. Using visible light as a driving energy is more precise than heating, breaking the Te-Te bond accurately without damaging the fragile substituents of substrates. The use of O-2 as an oxidant provides safer reaction conditions compared to explosive H2O2 for large-scale applications.
Irradiated by visible light, the recyclable (PhTe)(2)-catalyzed oxidative deoximation reaction could occur under mild conditions. In comparison with the thermo reaction, the method employed reduced catalyst loading (1 mol% vs. 2.5 mol%), but afforded elevated product yields with expanded substrate scope. This work demonstrated that for the organotellurium-catalyzed reactions, visible light might be an even more precise driving energy than heating because it could break the Te-Te bond accurately to generate the active free radical catalytic intermediates without damaging the fragile substituents (e.g., heterocycles) of substrates. The use of O-2 instead of explosive H2O2 as oxidant affords safer reaction conditions from the large-scale application viewpoint. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

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