1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethane-1,2-dione | 73867-62-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethane-1,2-dione
• 英文别名: 1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethandione；3,4,4'-trimethoxybenzil；1-(3,4-Dimethoxy-phenyl)-2-(4-methoxy-phenyl)-ethane-1,2-dione
• CAS: 73867-62-6
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: QYKVXFLYDXXFMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethane-1,2-dione 在 四氯化钛 、 五氯化钼 作用下， 以 二氯甲烷 为溶剂， 反应 0.02h， 以85%的产率得到3-chloro-5,6-dimethoxy-2-(4-methoxyphenyl)benzofuran
  参考文献：
  名称：

  Synthesis of Highly Functionalized 9,10-Phenanthrenequinones by Oxidative Coupling Using MoCl₅

  摘要：

  The strong oxidative power of molybdenum pentachloride gives rise to an efficient oxidative C-C bond formation of benzil derivatives to the corresponding 9,10-phenanthrenequinones. A highly complementary method to previous approaches was developed. The required derivatives are accessible in a modular fashion and in excellent yields. By this approach the orchid-derived natural product cypripediquinone A was synthesized for the first time.

  DOI：

  10.1021/ol300948u
• 作为产物：
  描述：

  4-碘藜芦醚 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium permanganate 、 copper(l) iodide 、 碳酸氢钠 、 magnesium sulfate 、 二异丙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 40.0h， 生成 1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethane-1,2-dione
  参考文献：
  名称：

  Synthesis of Highly Functionalized 9,10-Phenanthrenequinones by Oxidative Coupling Using MoCl₅

  摘要：

  The strong oxidative power of molybdenum pentachloride gives rise to an efficient oxidative C-C bond formation of benzil derivatives to the corresponding 9,10-phenanthrenequinones. A highly complementary method to previous approaches was developed. The required derivatives are accessible in a modular fashion and in excellent yields. By this approach the orchid-derived natural product cypripediquinone A was synthesized for the first time.

  DOI：

  10.1021/ol300948u

文献信息

• Synthesis of Unsymmetrically Substituted Benzils via the Friedel-Crafts Reaction of Arenes with .ALPHA.-Chloro-.ALPHA.-(methylthio) acetophenones.
  作者：Hiroyuki ISHIBASHI、Kiyomi MATSUOKA、Masazumi IKEDA

  DOI：10.1248/cpb.39.1854

  日期：——

  Lewis acid-promoted reactions of arenes with α-chloro-α-(methylthio)acetophenones 6-8 gave the Friedal-Crafts reaction products 9, which were then treated with 3 molar eq of cupric chloride in aqueous acetone to afford the unsymmetrically substituted benzils 10.

  路易斯酸催化的芳烃与α-氯-α-(甲基硫)醋酸苯酮6-8的反应生成Friedel-Crafts反应产物9，随后用3摩尔当量的氯化铜在水相丙酮中处理，得到不对称取代的苯基二醇10。
• BF 3 ·OEt 2 -mediated [1,2]-aryl shift: Synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin
  作者：Chieh-Kai Chan、Meng-Yang Chang

  DOI：10.1016/j.tet.2017.07.015

  日期：2017.8

  A new sequential, tandem synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin has developed. CuBr2-promoted bromination of substituted deoxybenzoins gives 2-bromo-2-arylacetophenne 3. The cyanation of 3 with sodium cyanide (NaCN) generates epoxynitrile. Then, a treatment of epoxynitrile with BF3·OEt2 results in the formation of functionalized

  通过取代的脱氧安息香素的溴化/氰化/去甲酰基化，开发了一种新的顺序串联的官能化α-芳基腈的合成方法。CuBr 2促进的取代脱氧安息香素的溴化反应生成2-溴-2-芳基乙酰基3。的氰化3用氰化钠（NaCN的）epoxynitrile生成。然后，用BF 3 · OEt 2处理环氧腈导致通过1,2-芳基转移形成官能化的α-芳基腈4。
• Selective Copper–N-Heterocyclic Carbene (Copper-NHC)-Catalyzed Aerobic Cleavage of β-1 Lignin Models to Aldehydes
  作者：Zhong-zhen Zhou、Mingxin Liu、Chao-Jun Li

  DOI：10.1021/acscatal.7b00565

  日期：2017.5.5

  aromatic compounds from biorenewable lignin has become highly appealing nowadays. However, the development of efficient catalysts for lignin depolymerization to high value-added chemicals is challenging. In this paper, a selective copper–N-heterocyclic carbene (copper-NHC)-catalyzed aerobic cleavage is reported for β-1 lignin model compound, which represents an important family of natural wood lignin. Using

  随着化石资源的快速消耗，如今从生物可再生木质素中获取可持续的芳香族化合物已变得极具吸引力。然而，开发用于木质素解聚为高附加值化学品的有效催化剂是具有挑战性的。本文报道了β-1木质素模型化合物的选择性铜-N-杂环卡宾（copper-NHC）催化的好氧裂解，它代表了天然木素的重要组成部分。使用该催化剂体系，β-1型化合物的裂解可实现> 99％的转化率和令人满意的相应醛的产率，这些醛可作为化学工业的通用原料。
• The Oxidation of (<i>E</i>)-α-Phenylcinnamic Acids with Manganese(III) Acetate
  作者：Kazuki Oishi、Kazu Kurosawa

  DOI：10.1246/bcsj.53.179

  日期：1980.1

  The oxidation of eight (E)-α-phenylcinnamic acids with manganese(III) acetate in boiling acetic acid containing acetic anhydride gave 3-phenylcoumarins, 3-phenyl-l-oxaspiro[4.5]deca-3,7,9-triene-2,6-diones, 2-phenylbenzofurans, 3-(acetoxymethyl)-2-phenylbenzofurans, 3-formyl-2-phenylbenzofuran, 2-acetoxy-2-phenyl-3 (2H)-benzofuranones, (Z)-α-acetoxystilbenes, 2-acetoxy-1,2-diphenylethanones, 5-acetoxy-4

  八种 (E)-α-苯基肉桂酸与乙酸锰 (III) 在沸腾的乙酸酐中氧化得到 3-苯基香豆素、3-苯基-1-氧杂螺[4.5]deca-3,7,9-triene- 2,6-二酮、2-苯基苯并呋喃、3-(乙酰氧基甲基)-2-苯基苯并呋喃、3-甲酰基-2-苯基苯并呋喃、2-乙酰氧基-2-苯基-3 (2H)-苯并呋喃酮、(Z)-α-乙酰氧基芪、2-乙酰氧基-1,2-二苯基乙酮、5-乙酰氧基-4,5-二苯基-2 (5H)-呋喃酮和二苯基乙炔。讨论了反应途径。
• OISHI KAZUKI; KUROSAWA KAZU, BULL. CHEM. SOC., JAP., 1980, 53, NO 1, 179-184,
  作者：OISHI KAZUKI、 KUROSAWA KAZU

  DOI：——

  日期：——