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1.
以取代苄氧基吲哚-3-甲醛和4-硝基苯肼为原料,乙醇为溶剂,通过缩合脱水反应合成了4个新化合物--取代苄氧基吲哚-3-甲醛-(4'-硝基)苯腙,其结构经1H NMR,IR,MS和元素分析表征. 相似文献
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以取代苄氧基吲哚-3-甲醛和4-硝基苯肼为原料,乙醇为溶剂,通过缩合脱水反应合成了4个新化合物——取代苄氧基吲哚-3-甲醛-(4′-硝基)苯腙,其结构经1H NMR,IR,MS和元素分析表征。 相似文献
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基于双吲哚马来酰亚胺化合物和硫脲化合物的结构及多样的生物活性,通过1-氨基-3,4-二(吲哚-3-基)-3-吡咯啉-2,5-二酮与异硫氰酸酯反应,合成了17种新的3,4-二(吲哚-3-基)-2,5-二酮-1-吡咯亚胺硫脲类化合物,化合物的结构通过1H NMR、13C NMR、HRMS等进行了表征。该系列化合物的初步抗肿瘤活性测试表明,它们都对细胞周期分裂蛋白25B(CDC 25B)表现出良好的抑制活性(大部分化合物的抑制率在96%以上),具有潜在的抗肿瘤活性及应用价值。 相似文献
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Highly efficient synthesis of 3-indolyl-substituted phthalides via Friedel-Crafts reactions in water
Hua Lin 《Tetrahedron letters》2008,49(36):5343-5346
An efficient and simple method for the synthesis of 3-indolyl-substituted phthalides via Friedel-Crafts reaction of indoles with 2-formylbenzoic acids in pure water has been developed. The reaction affords a wide range of 3-indolyl-substituted phthalides in good to excellent yields. 相似文献
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Alejandra León María Isabel Chávez Guillermo Delgado 《Magnetic resonance in chemistry : MRC》2011,49(8):469-476
The presence of dimeric phthalides and other constituents in extracts of the vegetal species Ligusticum porteri was established by NMR spectroscopy. In comparative qualitative 1H NMR analyses of acetone extracts of rhizomes from fresh and dried L. porteri samples, we found that the dimeric phthalides tokinolide B (3), diligustilide (4) and riligustilide (5) were naturally produced by the plant and not post‐harvest products. We also obtained DOSY 1H NMR data that provided both virtual separation and structural information for the phthalides present in a dry acetone extract of L. porteri. In addition, we developed a protocol for the quantification of dimeric phthalides, which is performed by calculating the relative ratio of the peak area of selected proton signals for some compounds with respect to the known signal of the internal standard, 4‐dimethylaminopyridine. The protocol allows the rapid and direct quantification of dimeric phthalides and others constituents in fresh L. porteri rhizomes. Copyright © 2011 John Wiley & Sons, Ltd. 相似文献
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Marina Sicignano Dr. Rosaria Schettini Luisa Sica Giovanni Pierri Prof. Dr. Francesco De Riccardis Prof. Dr. Irene Izzo Dr. Bholanath Maity Dr. Yury Minenkov Prof. Dr. Luigi Cavallo Dr. Giorgio Della Sala 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(29):7131-7141
The first highly enantioselective arylogous Michael reaction (AMR) of 3-unsubstituted phthalides has been described. This phase-transfer methodology, which uses catalytic amounts of KOH/18-crown-6 catalyst in mesitylene in the presence of N,O-bis(trimethylsilyl)acetamide (BSA), gives access to a broad range of 3-monosubstituted phthalides with high levels of syn diastereoselectivity and good yields, starting from 3-unsubstituted derivatives and diverse α,β-unsaturated carbonyl compounds. The reaction also applies to unactivated 3-alkyl phthalides to afford 3,3-dialkyl derivatives. A plausible mechanism has been suggested. DFT analysis of possible transition states gives a rationale of the high syn diastereoselectivity observed and its correlation with the solvent's dielectric constant. 相似文献
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Eduardo T. da PenhaJosé Augusto Forni André F.P. BiajoliCarlos Roque D. Correia 《Tetrahedron letters》2011,52(48):6342-6345
Several 3,4-dihydroisocoumarins and phthalides were synthesized by an effective Heck-Matsuda reaction involving an ortho carboxybenzenediazonium salt with a series of styrenes bearing electron donating and electron withdrawing groups, methylvinyl ketone, and methyl acrylate. The reaction was carried out in an open-flask with 1% mol of palladium acetate in aqueous ethanol at ∼80 °C, giving the correspondent 3-aryl-3,4-dihydroisocoumarins and phthalides with good overall yields. The electronic nature of the group attached to the olefin is a key feature for the regioselectivity of the cyclization step. 相似文献
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Juan Fan Peng-Min Wang Jia-Ni Wang Xue Zhao Zhong-Wen Liu Jun-Fa Wei Xian-Ying Shi 《中国科学:化学(英文版)》2018,61(2):153-158
The ruthenium-catalyzed intermolecular cascade cyclization of aromatic acids with aromatic aldehydes, which involves the direct insertion of C–H bond into a polar C=O bond and the successive intramolecular nucleophilic substitution, was developed for the synthesis of 3-substituted phthalides in good to excellent yields. This one-pot procedure characterizes in a short reaction time, the cheaper Ru(II) as a catalyst, readily available acids and aldehydes as starting materials, and water as the only theoretical by-product.These merits make the protocol an efficient and cost-effective route for the synthesis of 3-substituted phthalides. 相似文献
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A highly diastereoselective and enantioselective Michael addition/desymmetrization reaction of maleimides with prochiral 3-substituted phthalides catalyzed by quinine-derived bifunctional thiourea was realized. A broad range of the 3,3′-disubstituted phthalides bearing vicinal quaternary-tertiary stereogenic centers were synthesized in moderate to good yields(up to 96%) with high diastereoselectivities(up to 19:1 dr) and enantioselectivities(up to 96:4 er). 相似文献
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A novel method for the synthesis of phthalides and 3,4-dihydroisocoumarins via the palladium-catalyzed intramolecular benzannulation of bis-enyne and enyne-diyne systems is described. Various kinds of substituted phthalides 9 and 17 and 3,4-dihydroisocoumarins 19 were synthesized from 8, 16, and 18, respectively, in moderate to excellent yields. The benzannulation reaction proceeded chemoselectively to give the corresponding fused ring compounds A without the formation of the regioisomeric products B (eq 6). Furthermore, this methodology was applied to the synthesis of biologically active 3-n-butylphthalide 23. 相似文献
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Rhodium(III)‐Catalyzed [4+1] Annulation of Aromatic and Vinylic Carboxylic Acids with Allenes: An Efficient Method Towards Vinyl‐Substituted Phthalides and 2‐Furanones 下载免费PDF全文
Dr. Parthasarathy Gandeepan Dr. Pachaiyappan Rajamalli Prof. Dr. Chien‐Hong Cheng 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(25):9198-9203
A highly regio‐ and stereoselective synthesis of 3,3‐disubstituted phthalides from aryl carboxylic acids and allenes using a rhodium(III) catalyst has been demonstrated. The reaction features broad functional group tolerance and provides a simple and straightforward route to the synthesis of various 3‐vinyl‐substituted phthalides. Furthermore, the catalytic reaction can also be applied to the synthesis of biologically active 5‐vinyl‐substituted 2‐furanones from α,β‐unsaturated carboxylic acids and allenes. The reactions proceed through a carboxylate‐assisted ortho‐C?H activation and [4+1] annulation. The preliminary mechanistic studies suggest that a C?H cleavage is the rate‐determining step. 相似文献
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A. P. Stankyavichyus P. B. Terent'ev A. S. Anyulis 《Chemistry of Heterocyclic Compounds》1992,28(4):396-399
Alkaline hydrolysis of substituted 2-cyanocinnamic acids leads to the corresponding substituted 3-carboxymethylpthalimidines; acid hydrolysis of the same acids results in the formation of phthalides with an analogous structure. NMR and mass spectrometric data are examined critically.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 472–476, April, 1992. 相似文献
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Ebrahim Kianmehr Maryam Fardpour Ali Darvish Ali Nemati Kharat Seik Weng Ng 《Tetrahedron letters》2019,60(10):699-702
Synthesis of substituted phthalides through a ruthenium-catalyzed reaction of phthalic anhydrides with acrylates is described. The reaction proceeds via CH bond activation and leads to the formation of vinylated phthalides through a successive double vinylation accompanied by decarboxylation and annulation reactions. 相似文献