Laboratory of Nitrogen Compounds, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp., 47, 119991 Moscow, Russia.
Molecules. 2022 Apr 15;27(8):2575. doi: 10.3390/molecules27082575.
A series of novel 1,4-dihydrobenzo[1,2,4][]triazines bearing an acetyl or ester moiety as a functional group at the C(3) atom of the 1,2,4-triazine ring were synthesized. The synthetic protocol is based on an oxidative cyclization of functionally substituted amidrazones in the presence of DBU and Pd/C. It was found that the developed approach is suitable for the preparation of 1,4-dihydrobenzo[][1,2,4]triazines, but the corresponding Blatter radicals were isolated only in few cases. In addition, a previously unknown dihydrobenzo[][1,2,4]triazolo[3,4-][1,2,4]triazine tricyclic open-shell derivative was prepared. Studies of thermal behavior of the synthesized 1,4-dihydrobenzo[1,2,4][]triazines revealed their high thermal stability (up to 240-250 °C), which enables their application potential as components of functional organic materials.
一系列新型 1,4-二氢苯并[1,2,4][]三嗪，其在 1,2,4-三嗪环的 C(3)原子上带有乙酰基或酯基作为官能团。该合成方案基于功能取代的酰胺腙在 DBU 和 Pd/C 的存在下的氧化环化。结果发现，所开发的方法适用于 1,4-二氢苯并[][1,2,4]三嗪的制备，但相应的 Blatter 自由基仅在少数情况下被分离出来。此外，还制备了一种以前未知的二氢苯并[][1,2,4]三唑[3,4-][1,2,4]三嗪三环开壳衍生物。所合成的 1,4-二氢苯并[1,2,4][]三嗪的热行为研究表明它们具有很高的热稳定性（高达 240-250°C），这使其有可能作为功能有机材料的组成部分。
