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1.
Sam Van AekenJurgen Deblander Johan De HouwerTimothy Mosselmans Kourosch Abbaspour Tehrani 《Tetrahedron》2011,67(2):512-517
Treatment of 3-substituted 2-amino-1,4-naphthoquinones 3 with an aldehyde in a solution of hydrobromic acid in acetic acid led to 2,4-disubstituted naphtho[2,1-d]oxazol-5-ols. The outcome of this simple conversion is even more remarkable in view of the very similar reactions reported in literature, which all give rise to completely different products. Furthermore, the acquired naphthoxazoles 5-11 could be oxidatively ring opened by means of PIFA or CAN into a series of N-acylated 2-amino-1,4-naphthoquinones. A synthetic pathway towards 2-substituted naphtho[2,3-d]oxazole-4,9-diones was also disclosed as the outcome of CAN mediated oxidation of a 4-chloronaphtho[2,1-d]oxazol-5-ol. 相似文献
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Reaction of 2,3-dichloro-1,4-naphthoquinone with some active methylene compounds, such as malononitrile and cyanoacetamide, under various basic conditions has been investigated. A mechanism for these reactions is proposed. 相似文献
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The novel substituted 2,3-dichloro-1,4-naphthoquinone derivatives were synthesized from the reactions of (1) and related nucleophilles in sodium carbonate (Na2CO3) solution of ethanol, chloroform with Et3N, or potassium carbonate (K2CO3) solution of acetonitrile. The structures of novel compounds were characterized by using microanalysis, Fourier transform–infrared, 1H NMR, 13C NMR, mass spectrometry, and cyclic voltammetry (CV).
[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.] 相似文献
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A series of novel N-, S-, and O-substituted p-chloranil derivatives were synthesized from the reactions of p-chloranil (1) and related nucleophiles in sodium carbonate (Na2CO3) solution of acetonitrile or in chloroform with Et3N. The structures of novel compounds were characterized by using microanalysis, Fourier transform–infrared, 1H NMR, 13C NMR, and mass spectrometry. 相似文献
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通过理论计算推测NH2-,NH3和NH4+在水溶液第一溶剂化层中与之直接作用的水分子分别为2,4和4个,并采用离散-连续模型计算了NH2-,NH3,NH3和NH4+在水溶液中的溶剂化自由能.结果表明,由于离散-连续模型在从头算水平考虑了溶质分子与第一溶剂化层溶剂分子之间的作用,能更准确地描述溶剂化作用.此外,采用更加符合溶液中真实情况的溶剂化构型,能得到更准确的溶剂化性质. 相似文献
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T. V. Mikhalina S. V. Rubashko E. P. Fokin I. Yu. Bagryanskaya Yu. V. Gatilov 《Russian Chemical Bulletin》1995,44(12):2346-2349
It was shown that the reaction of 2-chloro-3-(4-N,N-dimethylaminoanilino)-1,4-naphthoquinone with piperidine in the absence of a solvent gives not only a product of replacement of the chlorine atom by a piperidino group, 3-(4-N,N-dimethylaminoanilino)-2-piperidino-1,4-naphthoquinone, but also 2-(4-N,N-dimethylaminoanilino)-1,4-naphthoquinone and 2-(4-N,N-dimethylaminoanilino-2-piperidino)-1,4-naphthoquinone. The latter compounds are the only reaction products formed in dimethyl sulfoxide. The reaction with morpholine occurs in a similar way, whereas that with pyrrolidine gives only a product of replacement of the chlorine atom by hydrogen.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2451–2454, December, 1995. 相似文献
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Cemil Ibis Sibel Sahinler Ayla Elvira Babayeva 《Phosphorus, sulfur, and silicon and the related elements》2020,195(6):474-480
AbstractIn the present study, the reactions of 2,3-dichloro-1,4-naphthoquinone (DCNQ) with amino-1,2-propanediol and some thiols were investigated. Novel N-, N,S-, and S,O- substituted derivatives were obtained and the structures of all compounds were characterized by spectroscopic methods (FT-IR, 1H NMR, 13C NMR, Mass spectroscopy) and microanalysis. The absorption behaviors of novel compounds were also investigated with UV-Vis spectroscopy in different solvents, such as ethanol, tetrahydrofuran and chloroform. 相似文献
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1INTRODUCTIONIthasbeenarousedmoreandmoreinterestsinces-tetrazinewasfirstsynthesizedbyHautgschin1900[1].Thesynthesisofdihydroderivativeof3,6-dimethyl-s-tetrazinewasreportedindetailbySkorianetz[2].UsingX-ray,Jennison[3]foundthat1,6-dihydro-s-tetrazinehashom… 相似文献
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A. Ya. Yakubovskaya T. Yu. Kochergina V. A. Denisenko D. V. Berdyshev V. P. Glazunov V. Ph. Anufriev 《Russian Chemical Bulletin》2006,55(2):301-305
2,3-Dihydro-3-O-(1,4-naphthoquinon-2-yl)-2-oxo-1,4-naphthoquinones are the products of oxidative coupling of substituted 2-hydroxy-1,4-naphthoquinones
(regardless of the presence of peri-hydroxy groups in their structures) under the action of lead dioxide.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 294—298, February, 2006. 相似文献
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An.-I. Tsai 《Tetrahedron》2008,64(22):5098-5102
Oxidative free radical reactions of 2-substituted-1,4-quinone derivatives are described. Electrophilic carbon-centered radical produced by the manganese(III) acetate oxidation of α-chloro-β-ketoester undergoes efficient addition to the C-C double bond of 5,6-dimethyl-2-(methylamino)-1,4-benzoquinone, and this reaction provides a novel method for the synthesis of spirolactam 3 and indole-2,4,7-trione 4. It shows high chemoselectivity depending on the migratory aptitude of the substituent on α-chloro-β-ketoester. Imine radical can be generated from the oxidation of β-enamino carbonyl compound with Mn(III) or Ce(IV) salt. With 2-hydroxy-1,4-naphthoquinone, spirolactam 6 was prepared from β-enamino carbonyl compound effectively. TBACN/CHCl3 is the most effective reaction condition for the formation of 6. 相似文献
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A series of condensation products of 1-aryl-4-hydrazinecarbonyl-2-pyrrolidinones with acetone, 2,4-pentanedione, and aromatic
aldehydes was obtained and identified by the combination of IR, mass and 1H, 13C NMR spectroscopy. The results of their structural studies by NMR spectroscopy are provided. It was ascertained that the
presence of the NH group determines the existence of the mixtures of the Z/E-isomers of compounds under study. The availability
of Z-isomer as a sterically favorable one was also verified by computer molecular modeling.
Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1336–1345, September, 2006. 相似文献
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Introduction 2-Hydroxy-1,4-naphthoquinone (HNQ), existing in natural plants,1,2 is popularly separated and purified as dye or pigment. Recent research results show that, with the function to prevent the formation of protein coenzyme of HIV-I, HNQ can inhibit HIV virus from copying and propagating,3,4 HNQs derivatives and di-chloroallyl lawsone are also the inhibitor for RNA syn-thesis of cancer.5 It is well known that there is a rela-tionship between the side chain attached to HNQ an… 相似文献
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利用循环伏安法(CV)和现场红外光谱电化学技术研究了2-氨基-3-氯-1,4-萘醌(ACNQ)在1-丁基-3-甲基咪唑四氟硼酸盐(BMIMBF4)中电化学捕获CO2的机理.研究结果表明,当体系中不存在CO2时,ACNQ在BMIMBF4中经历可逆的两步一电子过程;当体系中引入CO2时,电化学还原过程中形成的二价阴离子(ACNQ2-)作为亲核试剂,可攻击CO2的亲电子碳中心,形成稳定的CO2加合物.对电化学捕获CO2的化学计量进行了评估,结果表明,1摩尔的ACNQ2-可捕获1摩尔的CO2.结合B3LYP方法在6-311++G**水平上计算分析了反应中CO2加合物可能的结构. 相似文献
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E. G. Lubenets S. Z. Kusov L. V. Ektova V. N. Kobrina L. M. Kornaukhova V. S. Kobrin I. K. Korobeinicheva N. I. Sagalaeva 《Russian Chemical Bulletin》1994,43(3):410-412
Naphthoquinonylaminobenzocrown ethers were synthesized by reactions of 4-aminobenzocrown ethers with 1,4-naphthoquinones. A hypsochromic shift of the long-wave absorption band was found to appear in the electron spectra when the compounds synthesized reacted with alkaline or alkaline-earth metal salts.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 452–454, March, 1994. 相似文献
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Cemil Ibis Nahide Gulsah Deniz 《Phosphorus, sulfur, and silicon and the related elements》2013,188(11):2324-2332
New S-,O-substituted naphthoquinone compounds (3a, 4b, 6, 7c, 9d, 10, 12, 13c, 14d, 15) were synthesized via vinilic substitution. 2,3-Dichloro-1,4-naphthoquinone gave 3a and 4b with 4,4′-thiobisbenzenethiol, respectively. Compounds 6 and 7c were obtained from the reaction of 2,3-dichloro-1,4-naphthoquinone with cyclohexylmercaptane. The compounds 9d and 10 were prepared from the reaction of 2,3-dichloro-1,4-naphthoquinone with 6-mercapto-1-hexanol. Compounds 12, 13c, 14d, and 15 were synthesized from the reaction of 2,3-dichloro-1,4-naphthoquinone with 1,6-hexanedithiol. Their structures were characterized by micro analysis, FT-IR, 1H NMR, 13C NMR, MS, UV-Vis, and fluorescence spectroscopy. 相似文献
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Nguyen Dinh Thanh Do Son Hai Vu Thi Ngoc Bich Pham Thi Thu Hien Nguyen Thi Ky Duyen Nguyen Thi Mai 《合成通讯》2019,49(1):102-117
A series of 2-amino-7-hydroxy-4H-chromene-3-carbonitriles 4a–l were synthesized through three-component reaction using sodium carbonate as a catalyst. The reaction was carried out in 96% ethanol-water medium (1:20 ratio in volume). Propargyl ether compounds 5a–l of these chromene-3-carbonitriles were successfully synthesized from corresponding hydroxyl chromene derivatives by reaction with propargyl bromide. Two different procedures were applied in this process: the procedure that used potassium carbonate in dried acetone and the procedure that used sodium hydride in dried DMF. The latter gave the ethers 5a–l in higher yields. The single-crystal X-ray structure of propargyl ether 5g has been recorded. 相似文献
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