6H-吲哚[2,3-b]并喹喔啉衍生物的合成及荧光性能研究  

Preparation and fluorescent performance of 6H-indolo[2,3-b] quinoxaline derivatives

作　　者：高文涛[1] 兰帅[1] 白仁青卓玛 郑宏梅 

机构地区：[1]渤海大学超精细化学品研究所,辽宁锦州121000

出　　处：《化学研究与应用》2015年第2期177-183,共7页Chemical Research and Application

基　　金：国家自然科学基金项目(21476028)资助;辽宁省自然科学基金项目(2012S001)资助

摘　　要：报道了以7-甲(乙)基靛红(1a,1b)为原料,对其1-烃基化得1-烃基-7-甲(乙)基靛红(2a1-2a5,2b1-2b5)。1a,1b,2a1-2a5,2b1-2b5与邻苯二胺在冰醋酸为溶剂或以水为溶剂,四丁基溴化铵(TBAB)为相转移催化剂,采用改进的工艺进行缩合反应,以70.0%-85.8%的收率合成了一系列结构新颖的含有1,4-二氮杂萘结构的吲哚类化合物3a-3b,3a1-3a5,3b1-3b5。化合物3a1-3a5,3b1-3b5为新化合物,其结构经红外光谱、质谱、核磁氢谱(碳谱)确认。荧光光谱测定表明,化合物3a-3b,3a1-3a5,3b1-3b5具有很好的荧光性能。7-Methyl（ ethyl） indoline-2,3-diones 1a,1b as the raw materals were first alkylated to give the corresponding N-alkyl-7-methyl（ ethyl indoline-2,3-diones（ 2a1-2a5,2b1-2b5）. Compounds 1a,1b,2a1-2a5 and 2b1-2b5 were then underwent the condensation reaction with 1,2-diaminobenzene in the presence of acetic acid or water as solvent and tetrabutyl ammonium bromide（ TBAB）as phase transfer catalyst to afford a series of new 6H-indolo[2,3-b]quinoxaline derivatives 3a-3b,3a1-3a5,3b1-3b5 with good yields of 70. 0%-85. 8%. Their structures were confirmed by IR,MS,1H and13 C NMR spectra. Fluorescence spectroscopy showed that compounds 3a-3b,3a1-3a5,3b1-3b5 had good fluorescence properties.

关 键 词：6H-吲哚[2 3-b]并喹喔啉 合成 7-甲(乙)基靛红 邻苯二胺 荧光 

分 类 号：O625[理学—有机化学]