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以邻硝基苯甲醛为起始原料,经还原、Friedlander缩合、溴化反应得到中间体2-溴甲基-3-喹啉酸乙酯,再将其分别与α-萘酚和β-萘酚一锅法高产率地合成2-(α-萘氧甲基)-3-喹啉酸和2-(β-萘氧甲基)-3-喹啉酸,然后分别通过Eaton’s Reagent环化,发生分子内Friedel-Crafts反应又得到2种新型闭环产物:[1]-萘并[1,2-b]氧杂卓并[3,4-b]喹啉-15(8H)-酮和[1]-萘并[2,1-b]氧杂卓并[3,4-b]喹啉-15(8H)-酮。合成产物经1H-NMR、MS和IR确认,并测定了在三氯甲烷中的紫外光谱和固体荧光光谱,并对其荧光光谱进行量子化学计算模拟。 相似文献
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Yangjun Xia Yuanyuan Gao Yong Zhang Junfeng Tong Jianfeng Li Huijuan Li Dejia Chen Duowang Fan 《Polymer》2013,54(2):607-613
An alternating conjugated polymer derived from 4,4,9,9-tetra(4-octyloxyphenyl)indaceno[1,2-b:5,6-b′]dithiophene and thieno[3,2-b]thiophene was synthesized by Stille coupling reaction. The copolymer shows extensive absorption from 360 nm to 590 nm with optical band gap of 2.12 eV. The highest occupied molecular orbit (HOMO) and the lowest unoccupied molecular orbit (LUMO) energy levels of the copolymer, determined by cyclic voltammetry (CV), are about ?5.29 eV and ?3.01 eV, respectively. A field-effect hole mobility of 8.1 × 10?4 cm2/(V s) and an on/off ratio of 2.0 × 103 are obtained in the field-effect transistors based on the copolymer. The Jsc, Voc and FF of the polymer photovoltaic cells (PVCs) based on the copolymer were enhanced simultaneously via the inserting of alcohol soluble conjugated polymer interlayer between active layer and metal cathode, and the maximal power conversion efficiency of 4.19% was achieved in the modified devices under an AM 1.5 simulator (100 mWcm?2). 相似文献
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咪唑并[1,2-b]哒嗪 总被引:2,自引:0,他引:2
付春 《精细与专用化学品》2005,13(5):14-15
介绍了咪唑并[1,2-b]哒嗪的合成方法、用途、生产及需求.以3,6-二录哒嗪为原料,经氨化、环合、脱氯得咪唑并[1,2-b]哒嗪。咪唑并[1,2-b]哒嗪是合成头孢类抗生素的侧链中间体,因合成难度较大,成为国内开发头孢唑兰的瓶颈. 相似文献
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咪唑并[1,2-b]哒嗪是第四代头孢类抗生素—头孢唑兰的3位侧链。本文以马来酸酐为起始原料,通过肼解、卤代、氨解、成环、脱卤合成了咪唑并[1,2-b]哒嗪。采用强酸为反应介质, 可使马来酰肼的收率达到96%。采取一锅法合成中间体3,6-二氯哒嗪,产品收率由二步法的74.4%提高至88%。采用微波辅助合成3-氨基-6-氯哒嗪,反应时间从17小时缩短到0.5小时之内。在咪唑环形成过程中,以乙醇为溶剂,采用价格低廉的氯乙醛,简化了反应后处理过程。在6-氯咪唑并[1,2-b]哒嗪脱氯过程中, 使用钯炭作催化剂, 在常压下通入氢气即可完成反应。由于各单步收率均高于80%,具有相当的工业实用价值。 相似文献
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咪唑并[1,2-b]哒嗪是第四代头孢类抗生素——头孢唑兰的3位侧链。以马来酸酐为起始原料,通过肼解、卤代、氨解、成环、脱卤合成了咪唑并[1,2-b]哒嗪。采用强酸为反应介质,可使马来酰肼的收率达到96%。采取一锅法合成中间体3,6-二氯哒嗪,产品收率由两步法的74.4%提高至88%。采用微波辅助合成3-氨基-6-氯哒嗪,反应时间从17 h缩短到0.5 h。在咪唑环形成过程中,以乙醇为溶剂,采用价格低廉的氯乙醛,简化了反应后处理过程。在6-氯咪唑并[1,2-b]哒嗪脱氯过程中,使用钯碳作催化剂,在常压下通入氢气即可完成反应。各单步收率均高于80%。 相似文献
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《Journal of Sulfur Chemistry》2013,34(4):427-438
A new synthetic strategy for the synthesis of novel 6-methyl-3′-aryl spiro[isoxazolo[2,3-b][1,2,4]thiadiazole-2,2′-thiazolidin]-4′-ones (9a–9e) and 6-methyl-3′-aryl spiro[isoxazolo[2,3-b][1,2,4]oxadiazole- 2,2′-thiazolidin]-4′-ones (12a–12e) analogs is described. These compounds showed significant antimicrobial activity against all the standard strains. 相似文献
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Three D–A low-bandgap polymer-based benzo[1,2-b:4,5-b′]dithiophene (BDT) and thieno[3,4-b]pyrazine (TP) unit with different substituents were synthesized using Stille coupling. The substituent effects were explored. It is found that attaching the phenyl group at the 2,3-positions of thienopyrazine unit is beneficial to good coplanarity and regularity of molecular packing. Meanwhile, attaching the longer alkoxyl side chain at BDT unit or phenyl group at the 2,3-positions of thienopyrazine unit had the relatively deep HOMO (LUMO) energy levels. The three D–A polymers showed good thermal stability and exhibited broad absorption, low bandgap, and order packing structure. As a result, the highest PCE of 1.50 % was achieved for the polymer P2 with the substituents, including hexyldecyloxyl at the BDT unit and phenyl at the TP unit. 相似文献
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咪唑并[1,2-b]哒嗪的合成研究 总被引:5,自引:0,他引:5
咪唑并[1,2-b]哒嗪是第四代头孢菌素——头孢唑兰的重要中间体。以3,6-二氯哒嗪为原料,经氨解得到3-氨基-6-氯哒嗪,与溴乙醛成环形成6-氯咪唑并[1,2-b]哒嗪,再在催化剂作用下氢解成咪唑并[1,2-b]哒嗪。考察了反应温度、时间、物料配比、压力、催化剂用量等反应条件对收率的影响。总收率达到41%。用熔点,核磁共振谱和元素分析对产品结构进行表征。 相似文献
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吡唑并[3,4-b]吡啶化合物的合成研究进展 总被引:1,自引:0,他引:1
综述了标题化合物的合成进展情况.吡唑并[3,4-b]吡啶化合物由于其特定的生理活性以及和吲哚、氮杂吲哚等在结构上的类似性,引起了人们广泛的兴趣,是一类非常重要的稠杂环.它们在防治克氏阴性和阳性细菌、肿瘤和癌症、哮喘病、神经性疾病、骨骼疏松症和老年痴呆症等方面有很好的疗效,在医药、农药和染料等领域有广泛的应用. 相似文献
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以2-氯烟酸为起始原料,经过还原、氧化、肟化及环合反应合成了标题化合物,4步反应总收率67.21%.产品经1HNMR和质谱表征.该方法具有操作简单、成本低、环境友好等优点,适合工业化生产. 相似文献
13.
Imidazo-fused heterocycles are used as anticancer agents. In this study, some novel imidazo[2,1-b]thiazoles were synthesized from thiohydantoins and α-bromoketones in good yields. This method has the advantages of simple operation, high yields, and mild reaction conditions and uses less toxic and low-cost chemical reagents. 相似文献
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Jie Min Bo Peng Youjun He Maojie Zhang Zhi-Guo Zhang Jing Zhang Xia Guo Chaohua Cui Dan Deng Yongfang Li 《Polymer Bulletin》2012,68(8):2107-2119
Two conjugated polymers containing benzodithiophene (BDT) unit and the unit of thiophene or thieno[3,2-b]thiophene, P(BDT-T) and P(BDT-TT), were synthesized by Pd-catalyzed Stille coupling method. The UV–Vis absorption, thermal, and electrochemical properties
of the two polymers were characterized. Photovoltaic properties of the polymers were studied by using the polymers as donor
and PC70BM as acceptor with a weight ratio of polymer: PC70BM of 1:1.5. The power conversion efficiencies of the PSC devices based on P(BDT-T) reached 2.05% with an open-circuit voltage of 0.75 V, a short-circuit current of 4.5 mA cm−2, and a fill factor of 0.61, under the illumination of AM1.5, 100 mW cm−2. 相似文献
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Akira Kaieda Dr. Masashi Takahashi Hiromi Fukuda Dr. Rei Okamoto Dr. Shinji Morimoto Masayuki Gotoh Takahiro Miyazaki Yuri Hori Satoko Unno Dr. Tomohiro Kawamoto Dr. Toshimasa Tanaka Dr. Sachiko Itono Terufumi Takagi Dr. Hiroshi Sugimoto Dr. Kengo Okada Dr. Weston Lane Dr. Bi-Ching Sang Dr. Kumar Saikatendu Dr. Shinichiro Matsunaga Dr. Seiji Miwatashi 《ChemMedChem》2019,14(24):2093-2101
We identified novel potent inhibitors of p38 mitogen-activated protein (MAP) kinase using a structure-based design strategy, beginning with lead compound, 3-(butan-2-yl)-6-(2,4-difluoroanilino)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one ( 1 ). To enhance the inhibitory activity of 1 against production of tumor necrosis factor-α (TNF-α) in human whole blood (hWB) cell assays, we designed and synthesized hybrid compounds in which the imidazo[4,5-b]pyridin-2-one core was successfully linked with the p-methylbenzamide fragment. Among the compounds evaluated, 3-(3-tert-butyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-6-yl)-4-methyl-N-(1-methyl-1H-pyrazol-3-yl)benzamide ( 25 ) exhibited potent p38 inhibition, superior suppression of TNF-α production in hWB cells, and also significant in vivo efficacy in a rat model of collagen-induced arthritis (CIA). In this paper, we report the discovery of potent, selective, and orally bioavailable imidazo[4,5-b]pyridin-2-one-based p38 MAP kinase inhibitors. 相似文献
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根据环上取代基的不同咪唑并[2,1-b]噻唑衍生物具有多种多样的生物活性。通过对咪唑并[2,1-b]噻唑衍生物合成方法的不同进行分类,综述了近年来咪唑并[2,1-b]噻唑衍生物的合成及其生物活性,结果表明在咪唑并噻唑环上引入药理活性基团会增强其生物活性。咪唑并[2,1-b]噻唑环一般由Hanzstch方法合成,近年来也出现了一些新的合成方法,如Sonogashira、Suzuki反应和金属催化芳基化,对这些新方法合成咪唑并噻唑环及其衍生物也进行了综述。 相似文献
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3,4-二氨基吡啶与乙二醛环化得到吡啶并[3,4-b]吡嗪,进一步与氯甲酸乙酯在硼氢化锂的作用下发生还原反应得到乙基5,6-二氢吡啶并[3,4-b]吡嗪-6(5H)-羧酸酯,然后经钯碳氢化得到乙基-5,6,7,8-四氢-二氢吡啶并[3,4-b]吡嗪-6(5H)-羧酸酯,最后在碱性条件下去保护基团合成了5,6,7,8-四氢吡啶并[3,4-b]吡嗪。对还原反应进行了工艺研究,确定优化反应条件:硼氢化锂为还原剂,反应时间为1 h,反应温度为-15℃。总收率为48.4%。产品结构经1H NMR确证。 相似文献