几种吲哚取代的俘精酸酐光致变色化合物的合成研究

Synthesis of Photochromic 2-indolyl-fulgides

以3-甲基吲哚为原料通过N-烷基化反应、Vilsmeier-Haack反应、Friedel-Crafts酰基化反应合成4种吲哚醛、酮中间体,以合成的吲哚醛、酮化合物与亚异丙基丁二酸二乙酯在碱性条件下进行Stobbe缩合反应,制得4个带有不同取代基的2-吲哚取代俘精酸酐化合物,其中俘精酸酐化合物3和4未见文献报道,通过1H-NMR、13C-NMR和高分辨质谱等手段确证产物的结构.讨论了目标化合物的合成及光致变色性能,结果表明这4个俘精酸酐化合物均呈现良好的光致变色性能.

In this paper, 4 indolyl substituted fulgides were prepared by the Stobbe condensation of isopropylidene diethyl succinate with formyl or acetyl indole derivatives. The formyl or acetyl indole derivatives were prepared via Vilsmeier-Haack reaction, Friedel-Crafts reaction and N-Alkylation of 3-methyl substitited indoles with alkylating reagents. Fulgide 3 and 4 were reported firstly in this paper, and their structure were confirmed by 1H NMR, 13C NMR and FTMS. The photochromic prop- erties of four 2-indole-substituented-fulgides compounds with different substituents were studied and compared by UV/vis spectrometry. The results showed these compounds had good photochromic properties.