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在SmI3作用下和中性室温的条件下, 环戊酮能与醛缩合, 得到几乎定量产率的α, α'-二亚苄基环戊酮; 但对环己酮, 产率仅在20%左右。 相似文献
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首次通过人工合成的具有β-转角结构的拟肽,模仿脱水酶催化β-羟基环酮化合物的分子内脱水,制备α,β-不饱和环酮,实验结果表明:在生理温度(37℃)条件下,拟肽催化剂对于β-羟基环酮衍生物具有优异的催化性能和反应收率。其中,β-羟基环戊酮类化合物的催化脱水产率最高可达96%,β-羟基环己酮类化合物的催化脱水产率最高可达97%。同时,对β-羟基酮仿生催化脱水形成α,β-不饱和酮的反应机理进行了研究。 相似文献
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以碘化-N-甲基-2-氯吡啶盐为缩合剂,在三乙胺存在下由3-(2-环戊酮基)丙酸及3-(2-环己酮基)丙酸分别同四氢噻唑-2-硫酮反应,得到新化合物N-(2-环戊酮基内酰基)四氢噻唑-2-硫酮(2a)及N-(2-环己酮基丙酰基)四氢噻唑-2-硫酮(2b),产率分别为52.9%和51.0%,2a,b分别同甲醇、乙醇反应得到相应的3-(2-环戊酮基)丙酸酯3a,b及3-(2-环己酮基)丙酸酯3c,d,3a~d的产率为75~87%;2a、b分别同胺反应得到3-(2-环戊酮基)内酰胺4a、b及3-(2-环己酮基)内酰胺4c、d,4a~d产率为78~93%。 相似文献
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环戊叉基环戊酮的烷基化反应研究 总被引:1,自引:0,他引:1
研究了环戊叉基环戊酮与不同类型烷化剂的反应规律;讨论了不同催化剂对烷基化反应的催化性能,发现NaNH2和NaH具有较好的催化作用;讨论了烷基化产物的结构,证实了烷基化反应发生在羰基的α双键碳原子上。 相似文献
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Se Hee Kim 《Tetrahedron letters》2009,50(25):3038-2060
An expedient protocol for the synthesis of β-aralkyl cycloalkanones was developed via the conjugate addition of allyl arylacetate to cycloalkenones and the following Pd-catalyzed decarboxylative protonation strategy. 相似文献
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Hiroto Kaku 《Tetrahedron》2010,66(48):9450-9455
Racemic 2-monosubstituted cycloalkanones were converted to R-isomers when TADDOLs (e.g., 1a, b) were used as host molecules in alkaline aqueous MeOH. The efficiency of this thermodynamically controlled deracemization was strongly influenced by the mixture ratio of the solvent, H2O/MeOH. Based on this finding, an improved method of preparing (R)-2-monosubstituted cycloalkanones with higher optical purity was developed. For example, (R)-2-(4-methylbenzyl)cyclohexanone (5) was obtained in 85% yield with 98% ee, when a 1:1 mixture of H2O/MeOH was used as the solvent in the presence of 1a. 相似文献
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α,α′-Bis(substituted benzylidene)cycloalkanones were efficiently prepared from cycloalkanones and benzaldehydes in water by using animal bone meal (ABM) or ABM modified as a catalyst. It is shown that ABM modified can be quantitatively recovered and be reused effectively for many times. A comparison of catalytic activity of these catalysts is discussed. 相似文献
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《Green Chemistry Letters and Reviews》2013,6(2):187-193
Abstract Various 2,6-dibenzylidene cycloalkanones were readily prepared in a few minutes with good yields by simply mixing aromatic aldehydes with cycloalkanones in the presence of catalytic amounts of p-toluenesulfonic acid as a solid heterogeneous catalyst under solvent-free condition. 相似文献
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Activity of pure Al2O3 has been studied in cycloketonisation of various dialkyl alkanodiates of general formula (CH2)n(COOR)2, where n = 4, 5, 6, 7, 8 and 10 and R = Et, s-Bu and t-Bu at the temperature range 598-723 K in a flow system. The yields
of cycloalkanones strongly depend on the size of the ring formed, the structure of alkyl group in ester molecule and on the
reaction temperature. Cyclopentanone, cyclohexanone and cycloheptanone were obtained with yields 50-60% from the appropriate
diethyl esters. The only low yields (<8%) of cyclooctanone, cyclononane and cycloundecanone were achieved. An increase in
the order of the ester alkyl group leads in some cases to higher yields of ketones - di t-butyl hexanodiate yielded 88% of
cyclopentanone.
This revised version was published online in August 2006 with corrections to the Cover Date. 相似文献
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Xin Ying ZHANG Xue Sen FAN Hong Ying NIU Jian Ji WANGSchool of Chemical Environmental Sciences Henan Normal University Key Laboratory ofEnvironmental Science Engineering of Henan Education Department Xinxiang 《中国化学快报》2003,(10)
a, a'-Bis(substituted benzylidene)cycloalkanones were efficiently prepared from cycloalkanones and benzaldehydes in [bmim][BF4] by using iron(III) chloride hexahydrate as a catalyst. It is shown that [bmim][BF4] and iron(III) chloride hexahydrate can be quantitatively recovered and be reused effectively for many times. Compared with the known methods, this novel process has the advantage of being an envkonmentally benign process together with good yields and mild reaction conditions. 相似文献
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Hsien-Hsun Lin 《Tetrahedron letters》2006,47(7):1167-1171
AlCl3/ICl-mediated iodocarbocyclizations of α-iodocycloalkanones bearing an allenyl side chain are described. Treatment of iodocycloalkanones 4a-i with AlCl3/ICl gave spirocyclic cycloalkanones 5a-i and 6a-i as a mixture of products. 相似文献
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Kiyosei Takasu 《Tetrahedron letters》2005,46(6):1005-1008
Novel entry to synthesize medium-sized cycloalkanones is described. Thus, employment of catalytic (2+2)-cycloaddition for cyclic silyl enol ether followed by radical mediated ring-opening reaction provided medium-sized γ-halocycloalkanones. 相似文献
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α,α′-Bis(substituted-benzylidene)cycloalkanones were synthesized via a solvent-free cross-aldol condensation of aromatic aldehydes with cycloalkanones in the presence of a catalytic amount 1-methyl-3(2-(sulfooxy)ethyl)-1H-imidazol-3-ium chloride at room temperature with excellent yields. The screening for optical properties indicated that the size of cycloalkanone has an influence on the fluorescence emission of products. Products coming from cyclohexanone have stronger fluorescence emission than those from cyclopentanone. 相似文献