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The copper-catalyzed oxidation of arylmethyl triazines with H2O toward the oxidant-free synthesis of aroyl triazines†
Ming Zeng,Zi-Xin Yuan,Lin-Fei Wen,Dengzhao Jiang,Hui Lu,Wenbo Liu,Jun Dai,Shen-xin Zeng
Organic & Biomolecular Chemistry Pub Date : 04/26/2022 00:00:00 , DOI:10.1039/D2OB00582D
Abstract

We report an efficient copper-catalyzed dehydrogenation method for the synthesis of aroyl triazines from arylmethyl triazines with water in the absence of additional oxidants or hydrogen acceptors. The use of substrates with both electron-donating and electron-withdrawing groups resulted in moderate to good yields. Using liquid chromatography–mass spectrometry, 18O-labeled-water reactions and hydrogen capture experiments confirmed that water was the only oxygen donor and hydrogen was the by-product. This oxidation strategy provides a new approach for the synthesis of aroyl triazines with a broad substrate scope.

Graphical abstract: The copper-catalyzed oxidation of arylmethyl triazines with H2O toward the oxidant-free synthesis of aroyl triazines
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