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铜催化芳基甲基三嗪与HO反应,用于无氧化剂合成芳酰基三嗪。

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

作者信息

Zeng Ming, Yuan Zi-Xin, Wen Lin-Fei, Jiang Dengzhao, Lu Hui, Liu Wenbo, Dai Jun, Zeng Shen-Xin

机构信息

School of Pharmacy and Life Science, Jiujiang University, Jiujiang 332005, China.

College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, China.

出版信息

Org Biomol Chem. 2022 Jul 13;20(27):5406-5411. 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, O-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.

摘要

我们报道了一种高效的铜催化脱氢方法,该方法可在无额外氧化剂或氢受体的情况下,由芳基甲基三嗪与水合成芳酰基三嗪。使用带有供电子基团和吸电子基团的底物可得到中等至良好的产率。通过液相色谱 - 质谱联用、O标记水反应和氢捕获实验证实,水是唯一的氧供体,氢气是副产物。这种氧化策略为底物范围广泛的芳酰基三嗪的合成提供了一种新方法。

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