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以1-(1H-吲哚-3-基)戊烷-3-醇及其衍生物为底物,以三氟甲磺酸铜为催化剂,甲醇为溶剂,DDQ(2,3-二氯-5,6-二氰基对苯醌)为氧化剂,共合成9个新型的3-吲哚烷酮衍生物及5个结构新颖的吡喃酮并[2,3-b]吲哚衍生物,其结构经1H NMR,13C NMR和HR-MS(ESI)表征。对反应机理进行了推测并通过同位素实验进行了验证,反应为碳正离子参与并经分子间和分子内的亲核加成形成碳-氧键的过程。
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将N-取代吲哚-3-甲醛和2,4-噻唑烷二酮通过亚甲基键合,再对噻唑烷二酮氮取代,合成了一系列5-(3-吲哚基)亚甲基噻唑烷-2,4-二酮衍生物(e1-e9).采用IR,1H NMR和HRMS对其结构进行了表征;采用MTT法对目标物抑制5种癌细胞增殖活性进行了测试.结果表明,所有目标物对A549、HCT116和PC-9表现出抑制活性,其中吲哚氮被苄基取代的化合物e1和e3对测定的癌细胞增殖抑制活性与5-氟尿嘧啶(5-FU)相近,并且对A549和HCT116表现出中等的抑制活性(IC50<30μM)。 相似文献
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以苯胺为原料,通过传统方法合成靛红。靛红与盐酸羟胺反应生成3-羟基亚氨基-2-吲哚酮,再通过钯碳加氢还原生成3-氨基-2-吲哚酮。合成中,采用钯碳加氢的还原方式,产物收率提高(收率82.76%,较文献提高了11.8%),后处理更简单,而且该方法可操作性高,成本低,产生三废少,是一条适合大规模生产3-氨基-2-吲哚酮的新合成工艺路线。 相似文献
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The phenols containing geranyl units1 are a large group of interesting natural products exhibited many physiological actions as antiflammatory, antibacterial and antioxidative activities2. Two novel acetophenones 1 and 2 were recently isolated from the fruits of Evodia merrillii, a small folk medicinal tree widely distributed in Taiwan3. Their structures were elucidated as 2-(1'-geranyl)-4,6-dihydroxyacetophenone 1 and 2-(1'-geranyloxy)-2,6,α-trihydroxyacetophenone 2 by means of spectroscopic data. So far as we know, the total synthesis of them have not been reported yet. Herein, we wish to report the first total synthesis of 1 and 2,starting from 2,4,6-trihydroxyacetophenone. 相似文献
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Alan R. Katritzky Subbu Perumal Wojciech Kuzmierkiewicz Ping Lue John V. Greenhill 《Helvetica chimica acta》1991,74(8):1924-1930
tert- Alkyl sulfides are conveniently prepared from α-(1H-benzotriazol-1-yl)alkyl sulfides by displacement of the 1H-benzotriazol-1-yl group with Grignard reagents. The 1-[α-(alkylthio)alkyl]- and 1-[α-(arylthio)alkyl]-1H-benzotriazole intermediates are easily available by several routes: (i) displacement of the halogen from appropriate halides by sodium salts of thiols, (ii) condensation of 1H-benzotriazole and thiols with carbonyl compounds, or (iii) lithiation of N-substituted 1H-benzotriazoles and subsequent treatment with electrophiles. 相似文献
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Cyclization of α-tosyloxyacetophenones 1 and N-methylthiourea 2 in acidic medium affords a novel and expedient method to synthesize 2-imino-3-methyl-2,3-dihydrothiazoles 3 with excellent level of regiocontrol. 相似文献
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Thereisconsiderablecurrentinterestinorgamcreactionsunderndcrowaveirradiationl.SomereactionsthatneededalongtAnetocomplete(i.e.severalhoursorseveraldays)couldbecatriedoutinseveralminutesunderndcrowavepromotion'-',andasthecasemaybe,somellewreactionswerefound'.Generally,ketalsareusuallyobtainedwhenethylortho-formatereactswithvariousketonesunderacidiccondihons"',butinthesamesituaioftanabnormalreachonalsotookplaceundermicrowaveirmdiahon(75owx7o$5oHz),andaseriesofnewcompounds(5,6,7,8)wereobtainedfr… 相似文献
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研究了无水毗啶中酶催化棉子糖和丁二酸二乙烯酯、己二酸二乙烯酯、癸二酸二乙烯酯的酯交换反应,高选择性地合成了3种具有不同链长的可聚合的棉子糖乙烯酯.化合物经^1H NMR,^13C NMR和2D NMR表征,确证主要在棉子糖的β-呋喃果糖残基的C-1位OH上酯化.考察了7种不同来源的酶催化棉子糖酯合成的活性及温度、时间对反应的影响. 相似文献
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以2位环己基取代苯并咪唑盐作为甲酸氧化态的四氢叶酸辅酶模型, 与亲核Grignard试剂作用, 将甲酸氧化态的一碳单元转移给亲核试剂, 成功地实现了6类具有潜在应用价值的环己基甲酮的绿色仿生合成, 其结构用元素分析、1H NMR、IR和MS等方法进行了表征, 并对反应机理和反应条件进行了讨论. 相似文献
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Bader A. Salameh Haneen Mahmoud Monther A. Khanfar Raed A. Al‐Qawasmeh 《Journal of heterocyclic chemistry》2019,56(5):1530-1541
A new series of substituted pryrrolobenzimidazoles have been prepared via regioselective displacement of chlorine atom from dichloropyrrolobenzimidazoles with various amine nucleophiles. The dichloro compounds were obtained from the reaction of ortho phenylene diamine compounds with dichloromaleic anhydride. 相似文献
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Zhiyu Ju Gongchun Li Jie Wang Yong Ye Fengling Yang Yufen Zhao 《Phosphorus, sulfur, and silicon and the related elements》2013,188(7):859-863
Abstract 4-O-phosphorylated paeonol derivatives were conveniently prepared by a facile method. Resacetophenone was prepared by the Friedel–Crafts acylation reaction of acetic acid with resorcinol. It was then phosphorylated regioselectively at the 4-O position using the Atherton–Todd reaction. An efficient, highly regioselective method to synthesize 4-O-phosphorylated paeonol derivatives is provided, and the approach has the merits of mild reaction conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. 相似文献
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Thephenolscontainingalkenylunitslarealargegroupofinterestingnaturalproductsexhibitingmanyphysiologicalfunctionssuchasantiflammatory,antibacterialandantioxidativeactivities2.Twonovelacetophenones1and2wererecentlyisolatedfromthefruitsofEvodiamerrillii,asmallfolkmedicinaltreewidelydistributedinTaiwan',andtheaerialpartsofBorroniaromosainAustraliangenusBoroniarespectively'.Theirstructureswereelucidatedas4-(l'-geranyl)-2,6-dihydroxyacet1and4-(l'-farnesyl)-2,6-dihydroxyacetophen2bymeansofspectrosco… 相似文献
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以1,2,4-三氮唑为起始原料,经取代、Gewald反应、Wittig反应和成环反应合成了7个新型的含氟噻吩并嘧啶酮类衍生物——2-二烷氨基-3-对氟苯基-5-甲基-6-(1H-1,2,4-三唑-1-基)-噻吩并[2,3-d]嘧啶-4(3H)-酮(6a~6g),其结构经1H NMR,MS和元素分析表征。抑菌活性测试结果表明:6对棉花枯萎菌、水稻纹枯菌、黄瓜灰霉菌、小麦赤霉菌、苹果轮纹及棉花炭疽具有较好的抑制作用,其中2-二异丁氨基-3-对氟苯基-5-甲基-6-(1H-1,2,4-三唑-1-基)-噻吩并[2,3-d]嘧啶-4(3H)-酮(6f)的抑菌活性最好,在用药量为5×10-5g·L-1时,对棉花枯萎菌的抑制率为85%。 相似文献