Synthesis of β-azolyl- and β-azolylcarbonylenamines and their reactions with aromatic azides
作者:Yuri M. Shafran、Tetyana V. Beryozkina、Ilya V. Efimov、Vasiliy A. Bakulev
DOI:10.1007/s10593-019-02525-2
日期:2019.8
Organocatalytic reactions of 4-acetyl-1,2,3-triazoles with aryl azides were used to obtain bis-1,2,3-triazoles containing directly linked ring systems. The reactions of 4-acetylazoles with DMF–DMA led to the formation of enamines. It was found that the acetyl and methyl groups in 4-acetyl-5-methyl-1,2,3-thiadiazole competed for the role of reactive site. The obtained enamines reacted with aryl azides, forming
据报道,合成了4-乙酰基取代的唑(1,2,3-三唑,1,2,3-噻二唑和1,2-恶唑)。4-乙酰基1,2,3-三唑与芳基叠氮化物的有机催化反应用于获得含有直接连接的环系统的双1,2,3-三唑。4-乙酰基唑与DMF-DMA的反应导致烯胺的形成。发现4-乙酰基-5-甲基-1,2,3-噻二唑中的乙酰基和甲基竞争反应位点的作用。获得的烯胺与叠氮化物芳基反应,形成通过羰基连接的双环杂环。合成的化合物的结构通过NMR光谱,质谱和X射线结构分析证明。