Efficient syntheses and antimicrobial activities of new thiophene containing pyranone and quinolinone derivatives using manganese(iii) acetate: the effect of thiophene on ring closure-opening reactions

被引：25

作者：

Ozgur, Mehtap ^{[1
]}

Yilmaz, Mehmet ^{[2
]}

Nishino, Hiroshi ^{[3
]}

Avar, Eda Cinar ^{[4
]}

Dal, Hakan ^{[5
]}

Pekel, A. Tarik ^{[1
]}

Hokelek, Tuncer ^{[6
]}

机构：

[1] Ankara Univ, Dept Chem, TR-06100 Ankara, Turkey

[2] Kocaeli Univ, Dept Chem, TR-41380 Kocaeli, Turkey

[3] Kumamoto Univ, Dept Chem, Kumamoto 8608555, Japan

[4] Gazi Univ, Dept Chem, TR-06500 Ankara, Turkey

[5] Anadolu Univ, Dept Chem, TR-26470 Yenibaglar, Eskisehir, Turkey

[6] Hacettepe Univ, Dept Phys, TR-06800 Ankara, Turkey

来源：

NEW JOURNAL OF CHEMISTRY | 2019年 / 43卷 / 15期

关键词：

POT 3-COMPONENT REACTION; COUMARIN DERIVATIVES; RADICAL CYCLIZATION; CYTOTOXIC ACTIVITY; ACID; DIHYDROFURANS; QUINAZOLINE; ANTIOXIDANT; OXIDATION; SENSOR;

D O I：

10.1039/c9nj00054b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The syntheses of a new series of pyranones, namely, fused pyranones and quinoline-based dihydrofurans, accompanied by 3-alkenyl-substituted structures were investigated. The products were regioselectively formed by Mn(iii)-mediated oxidation at elevated temperature in excellent yields. The effects of the thiophene group and reaction temperature and time on product distributions were investigated. The structures of the synthesized compounds were determined on the basis of spectroscopic (IR, H-1 NMR, C-13 NMR, COSY, HSQC, HMBC and elemental analysis) and X-ray crystallographic data. In addition, the in vitro antimicrobial activities of some synthesized dihydrofurans were tested against G (+) and G (-) bacteria using the disc diffusion method. The results indicated that the compounds containing the thiophene group showed a better antimicrobial effect than some commonly used antibiotics.

引用

页码：5737 / 5751

页数：15

共 79 条

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