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

• Published in: Chinese chemical letters 2021-03, Vol.32 (3), p.1029-1032
• Main Authors: Deng, Xin, Qian, Rongrong, Zhou, Hongwei, Yu, Lei
• Format: Article
• Language: English
• Subjects: Deoximation; Ketone; Photocatalysis; Sustainable energy; Tellurium
• ISSN: 1001-8417; 1878-5964
• DOI: 10.1016/j.cclet.2020.09.012

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 TeTe bond accurately to generate the active free radical catalytic intermediates without damaging the fragile substituents (e.g., heterocycles) of substrates. The use of O2 instead of explosive H2O2 as oxidant affords safer reaction conditions from the large-scale application viewpoint. [Display omitted] 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 TeTe bond accurately to generate the active free radical catalytic intermediates without damaging the fragile substituents (e.g., heterocycles) of substrates. The use of O2 instead of explosive H2O2 as oxidant affords safer reaction conditions from the large-scale application viewpoint.