2-(4-Methoxyphenyl)-3-methyl-2-cyclopenten-1-on | 62411-81-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-Methoxyphenyl)-3-methyl-2-cyclopenten-1-on
• 英文别名: 3-methyl-2-[4-(methyloxy)phenyl]-2-cyclopenten-1-one；2-(4-methoxyphenyl)-3-methyl-2-cyclopenten-1-one；2-(4-methoxyphenyl)-3-methylcyclopent-2-enone；2-Cyclopenten-1-one, 2-(4-methoxyphenyl)-3-methyl-；2-(4-methoxyphenyl)-3-methylcyclopent-2-en-1-one
• CAS: 62411-81-8
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: YYLKBEXDWDKJRS-UHFFFAOYSA-N

物化性质

• 熔点：
  66-67 °C
• 沸点：
  349.8±42.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-Methoxyphenyl)-3-methyl-2-cyclopenten-1-on 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 、 dimethyl sulfide borane 、 三苯基膦 、 (S)-2-甲基-CBS-恶唑硼烷 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 反应 3.5h， 生成 (+)-(1R,2S,5S)-5-methyl-1-[4-(methyloxy)phenyl]-6-oxabicyclo[3.1.0]hex-2-yl 4-nitrobenzoate
  参考文献：
  名称：

  刘易斯酸促进2-芳基-2,3-环氧酰化物重排的研究

  摘要：

  详细检查了2-芳基-2,3-环氧酰化物与路易斯酸的反应。环状2-芳基-2,3-环氧酰化物通过通过环氧乙烷环的C 2裂解获得的C 2羰基化中间体提供了重排产物。另一方面，无环的2-芳基-2，3-环氧酰化物通过通过环氧乙烷环的C 3裂解获得的离子中间体得到重排产物。该方法还应用于光学活性的苄基季碳中心的合成。

  DOI：

  10.1016/s0040-4020(00)01041-3
• 作为产物：
  描述：

  4-甲氧基苯基丙酮酸 在 3-苄基羟乙基甲基噻唑氯化锂 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 2-(4-Methoxyphenyl)-3-methyl-2-cyclopenten-1-on
  参考文献：
  名称：

  Stetter, Hermann; Lorenz, Guenther, Chemische Berichte, 1985, vol. 118, # 3, p. 1115 - 1125

  摘要：

  DOI：

文献信息

• Rauhut–Currier type homo- and heterocouplings involving nitroalkenes and nitrodienes
  作者：Pramod Shanbhag、Pradeep R. Nareddy、Mamta Dadwal、Shaikh M. Mobin、Irishi N. N. Namboothiri

  DOI：10.1039/c0ob00062k

  日期：——

  Reaction of nitroalkenes or nitrodienes with methyl vinyl ketone (MVK) or acrylate in the presence of the imidazole–LiCl catalyst system provides Rauhut–Currier (vinylogous Morita–Baylis–Hillman) adducts in moderate yield. Under similar conditions (imidazole–hydroquinone), nitroalkenes and nitrodienes undergo self-dimerization to afford the Rauhut–Currier adducts in varying yields. An alternative

  硝基烯烃或硝基二烯与 甲基乙烯基酮 （MVK） 或者 丙烯酸酯 在 咪唑–氯化锂催化剂体系可提供中等收率的Rauhut-Currier（酒类Morita-Baylis-Hillman）加合物。在类似条件下（咪唑对苯二酚），硝基烯烃和硝基二烯进行自我二聚，得到不同收率的Rauhut-Currier加合物。存在下的另一种自体二聚-硝基消除途径三环己基膦用杂芳族硝基烯烃观察到。合成有用的一锅两步转化硝基烯烃的Rauhut-Currier加合物MVK 还描述了2，3-二取代的环戊烯酮。
• CYCLOALKYL-DIONE DERIVATIVES AND METHODS OF THEIR USE
  申请人：THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA

  公开号：US20160031805A1

  公开（公告）日：2016-02-04

  The present invention is directed to compounds of formula I: wherein A is n is 0, 1, or 2; m is 0 or 1; R 1 is H or C 1-6 alkyl and R 2 is H, C 1-6 alkyl, C 1-6 alkaryl, aryl, or heteroaryl; and X is O or NH. Tautomers, enantiomers, and diastereomers, as well as pharmaceutically acceptable salt forms, of compounds of formula I are also within the scope of the invention. Methods of preparing and using the compounds of formula I are also described. wherein A is

  本发明涉及公式I的化合物：其中A为n为0、1或2；m为0或1；R1为H或C1-6烷基，R2为H、C1-6烷基、C1-6烷基芳基、芳基或杂环芳基；X为O或NH。公式I的互变异构体、对映异构体和二对映异构体，以及药学上可接受的盐形式也属于本发明的范围。还描述了制备和使用公式I化合物的方法。其中A为
• Catalytic Intermolecular Pauson−Khand-Type Reaction:  Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction
  作者：Kenichiro Itami、Koichi Mitsudo、Kazuyoshi Fujita、Youichi Ohashi、Jun-ichi Yoshida

  DOI：10.1021/ja047484+

  日期：2004.9.1

  Some circumstantial evidence for the directing effect of the 2-pyridylsilyl group in the Ru-catalyzed intermolecular Pauson-Khand-type reaction (PKR) of alkenyl(2-pyridyl)silane, alkyne, and carbon monoxide has been provided. Most importantly, we have succeeded in isolating several monometallic Ru complexes relevant to the catalytic reaction: Ru(vinylsilane)(CO)(3) complexes and ruthenacyclopentene. While the stoichimetric reaction of the Ru(vinylsilane)(CO)(3) complex with an alkyne led to the formation of the corresponding cyclopentenone (PKR product) at 100 degreesC, the ruthenacyclopentene intermediate was quantitatively produced at 50 degreesC. This complex was also converted to a cyclopentenone upon heating at 100 degreesC. Moreover, it was also found that the Ru(vinylsilane)(CO)(3) complex and ruthenacyclopentene serve as catalysts in intermolecular PKR.
• Acid-promoted rearrangement of 2-aryl-2,3-epoxy acylates: construction of chiral benzylic quaternary carbon centers
  作者：Yasuyuki Kita、Akihiro Furukawa、Junko Futamura、Kazuhiro Higuchi、Koichiro Ueda、Hiromichi Fujioka

  DOI：10.1016/s0040-4039(00)00092-7

  日期：2000.3

  The reactions of 2-aryl-2,3-epoxy acylates with BF3. Et2O were examined in detail. Trans-2-aryl-2,3-epoxy acylates afforded the rearranged products in good yields via the C2-carbocation intermediates. The reaction was used for constructing the optically active benzylic quaternary carbon center. (C) 2000 Elsevier Science Ltd. All rights reserved.
• STETTER, H.;LORENZ, G., CHEM. BER., 1985, 118, N 3, 1115-1125
  作者：STETTER, H.、LORENZ, G.

  DOI：——

  日期：——