Facile One-Pot Fischer-Suzuki-Knoevenagel Microwave-Assisted Synthesis of Fluorescent 5-Aryl-2-Styryl-3H-Indoles

被引:0
作者
Bartkus, Martynas Rojus [1 ]
Kleiziene, Neringa [2 ]
Bieliauskas, Aurimas [2 ]
Sackus, Algirdas [1 ,2 ]
机构
[1] Kaunas Univ Technol, Dept Organ Chem, Radvilenu Pl 19, LT-50254 Kaunas, Lithuania
[2] Kaunas Univ Technol, Inst Synthet Chem, K Barsausko G 59, LT-51423 Kaunas, Lithuania
关键词
one-pot synthesis; consecutive multicomponent reaction; microwave synthesis; Fischer synthesis; Suzuki cross-coupling reaction; Knoevenagel condensation; 2-styryl-3H-indole; fluorescence; HETEROCYCLIC-COMPOUNDS; STYRYL-LACTONES; DNA-BINDING; DERIVATIVES; ANALOGS; SALTS;
D O I
10.3390/molecules30122503
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In this study, novel fluorescent 5-aryl-2-styryl-3H-indole derivatives were efficiently synthesized from 4-bromophenylhydrazine hydrochloride using the microwave-accelerated one-pot technique, which includes Fischer synthesis, Suzuki cross-coupling, and Knoevenagel condensation. The structural assignments of the synthesized compounds were based on 1H, 13C, 15N, and 19F NMR; IR spectroscopy; and HRMS spectral data. The optical properties of the newly obtained styryl-indole dyes were studied using UV-vis and fluorescence spectroscopy, which clearly demonstrated that the derivatives substituted with electron-donating or -withdrawing groups exhibited varying emission shifts and quantum yields ranging from negligible to high.
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页数:26
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