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在琥珀酸二酰亚胺磺酸铈催化下,吲哚、醛和2,2-二甲基-1,3-二噁烷-4,6-二酮在无溶剂条件下超声辐射合成了10种5-[(3-吲哚基)-甲基]-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物.当催化剂的用量为3%(摩尔分数)时,30℃反应30~60 min,收率为68.9%~96.7%.此外,还探讨了琥珀酸二酰亚胺磺酸铈的催化机理.该方法具有条件温和,反应时间短且收率高的优点.催化剂邻琥珀酸二酰亚胺磺酸铈对环境友好且可循环利用. 相似文献
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以醛、吲哚和麦氏酸为原料,水和乙醇混合液为溶剂,在室温搅拌条件下以磷酸二氢钾为催化剂通过Yonemitsu缩合反应,合成了一系列的5-[(3-吲哚基)-芳甲基]-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物,产率为48%~98%,并通过X射线单晶衍射仪测定了化合物4o的晶体结构。 该方法能够有效的促使反应活性较低的4-甲基苯甲醛和4-甲氧基苯甲醛参与反应,以83%和60%的收率获得相应的目标产物,并具有反应条件温和、催化剂廉价易得、后处理简单、产物易于纯化、产率较高等优点,可用于合成3-取代吲哚类化合物。 相似文献
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5-(α-异丙基)-2,2-二甲基-1,3-二氧杂环己烷-4,6-二酮C9H14O4, MT=186.21, 正交晶系, 空间群为P212121, 晶胞参数为: a=5.228(1), b=11.079(4), c=16.955埃.V=892.1(5)埃^3, Dc=1.286g.cm^-^3. Z=4, μ(MoKa)=0.92cm^-^1. 用直接法解出结构, 经最小二乘法修正, 最后的偏离因子R=0.062. 结构 测定表明, 分子内六元环具有扭曲船式结构. 对5-(α-苯乙基)-2,2-二甲基-1,3-二氧杂环己烷-4,6-二酮的CNDO/2计算表明, 最稳定构型是扭曲船式结构, 与X射线晶体分析 结果相一致. 相似文献
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Dmitri V. Sevenard Andrey V. Didenko Denis Lorenz Michael Vorobiev Johannes Stelten Thomas Dülcks Vyacheslav Ya. Sosnovskikh 《Tetrahedron》2017,73(11):1495-1502
A simple and reliable method for the preparation of 2,2-dimethyl-5-(trifluoroacetyl)-1,3-dioxane-4,6-dione and 2,2-dimethyl-6-(trifluoromethyl)-4H-1,3-dioxin-4-one on a multigram scale was developed. These (trifluoroacetyl)ketene precursors were used in the hetero-Diels-Alder reaction with dialkylcyanamides and 1-ethoxyprop-1-yne, as well as in some reactions with nucleophiles. 相似文献
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V. V. Shchepin Yu. G. Stepanyan P. S. Silaichev 《Russian Journal of General Chemistry》2008,78(5):929-932
Organozinc compounds prepared from dialkyl dibromomalonates and zinc react with 2-arylmethyl-eneindan-4,6-diones, 5-arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-diones, as well as with 2-[4-(1,3-dioxoindan-2-ylidenemethyl)phenyl]methyleneindan-1,3-dione and 5-[4-(2,2-dimethyl-4,6-dioxo-1,3-dioxane-2-ylidenemethyl)phenyl]methylene-2,2-dimethyl-1,3-dioxane-4,6-diones to form dialkyl 3-aryl-1′3′-dioxaspiro(cyclopropane-2,2′-indan)-1,1-dicarboxylates, dimethyl 3-aryl-6,6-dimethyl-5,7-dioxa-4,8-dioxaspiro[2,5]octan-2,2-dicarboxylates, dialkyl 2-{4-[3,3-bis (alkoxycarbonyl)-1′,3′-dioxaspiro(cyclopropane-2,2′-indan)-1-yl]phenyl}-1′,3′-dioxaspiro[cyclopropane-2,2′-indan]-1,1-dicarboxylates, and dialkyl 2-{4-[2,2-bis(alkoxycarbonyl)-6,6′-dimethyl-4,8-dioxo-5,7-dioxaspiro[2,5]oct-1-yl]phenyl}-6,6-dimethyl-4,8-dioxo-5,7-dioxaspiro[2,5]octan-1,1-dicarboxylate respectively. 相似文献
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Treatment of the title compound under basic aqueous conditions leads to 2,2-dimethyl-5-(2-ketopropyl)-1,3-dioxane-4,6-dione; the structure and mechanism of formation of this compound is described. 相似文献
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The stereoselective properties of modified thiourea organocatalysts were tested in the Friedel–Crafts alkylation of indole with 5-arylidene-2,2-dimethyl-1,3-dioxane-4,6-diones, which produces chiral 5-((1H-indol-3-yl)(aryl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-diones. Based on a tentative reaction mechanism for ((S)-N-benzyl-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-N,3,3-trimethylbutanamide organocatalysts, modifications were applied in four selected regions. Systematic structure-stereoselectivity relationship study allowed designing the best efficient organocatalyst for the investigated Friedel–Crafts alkylation of indole with 5-arylidene-2,2-dimethyl-1,3-dioxane-4,6-diones. 相似文献
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G. D. Krapivin V. E. Zavodnik N. I. Val'ter V. K. Bel'skii V. G. Kul'nevich 《Chemistry of Heterocyclic Compounds》1989,25(9):1005-1011
The reaction of 2,2-dimethyl-5-(5-R-furfurylidene)-1,3-dioxane-4,6-diones with sodium borohydride in alcohol leads exclusively to products of hydrogenation of the exocyclic double bond. The three-dimensional structure of one of them — 2,2-dimethyl-5-(5-methyl-furfuryl)-1,3-dioxane-4,6-dioxane — was investigated by x-ray diffraction analysis (XDA).See [1] for Communication 2.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1201–1207, September, 1989. 相似文献
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无外加催化剂条件下芳香醛与活性亚甲基化合物的缩合反应和迈克尔加成反应 总被引:2,自引:1,他引:2
在DMF溶剂中,不外加催化剂使芳香醛(1)与2,2-二甲基-1,3-二氧六环-4,6-二酮(2)发生缩合反应生成2,2-二甲基-5-芳亚甲基-1,3-二氧六环-4,6-二酮(3a~f)。在同样条件下,芳香醛与5,5-二甲基-1,3-环己二酮(4)则发生缩合和迈克尔加成反应生成2,2'-芳亚甲基双(3-羟基5,5-二甲基-2-环己烯-1-酮)(5a~h)。用单晶X-射线分析法确定了产物5b的晶体结构。 相似文献
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Kozlov S. N. Basalaeva L. I. Ol'khovik V. K. Kalechits G. V. Matveenko Yu. V. 《Russian Journal of General Chemistry》2003,73(9):1434-1440
Bisazomethines prepared from aromatic dialdehydes and 2-naphthylamine were for the first time reacted with the following diketones: 1,3-cyclohexanedione, 5,5-dimethyl-1,3-cyclohexanedione, 5-phenyl-1,3-cyclohexanedione, indandione, and 2,2-dimethyl-1,3-dioxane-4,6-dione was studied. The reactions with 1,3-diketones of the cyclohexane series yield benzophenanthridine derivatives. The reactions with indandione, depending on conditions, give either bisarylideneindandiones or bisdihydrobenzo[f]indenoquinoline. As evidenced by the 13C NMR and IR spectra, in the case of biphenyl-4,4'-dicarbaldehyde bis[N-(2-naphthyl)imine] and 2,2-dimethyl-1,3-dioxane-4,6-dione, 4,4'-bis(3-oxo-1,2,3,4-tetrahydrobenzo[f]quinolin-1-yl)biphenyl is formed. 相似文献
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Three-component condensation of Meldrum’s acid with 2-naphthylamine and esters derived from vanillin
Three-component condensation of Meldrum’s acid (2,2-dimethyl-1,3-dioxane-4,6-dione) with 2-naphthylamine and esters derived from vanillin involves intermediate formation of N-arylmethylidene-2-naphthylamines which are cleaved with Meldrum’s acid to give 5-arylmethylidene-2,2-dimethyl-1,3-dioxane-4,6-diones and arylmethylideneketenes. Reaction of the latter with 2-naphthylamine leads to formation of 2-methoxy-4-(3-oxo-1,2,3,4-tetrahydrobenzo[f]quinolin-1-yl)phenyl carboxylates. 相似文献