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

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.

Citation

Ming Zeng, Zi-Xin Yuan, Lin-Fei Wen, Dengzhao Jiang, Hui Lu, Wenbo Liu, Jun Dai, Shen-Xin Zeng. The copper-catalyzed oxidation of arylmethyl triazines with H2O toward the oxidant-free synthesis of aroyl triazines. Organic & biomolecular chemistry. 2022 Jul 13;20(27):5406-5411

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PMID: 35521790

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