3-(4-methoxyphenyl)-1-(thiophen-3-yl)prop-2-en-1-one | 1245504-96-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(4-methoxyphenyl)-1-(thiophen-3-yl)prop-2-en-1-one
• 英文别名: 3-(4-methoxyphenyl)-1-thiophen-3-ylprop-2-en-1-one
• CAS: 1245504-96-4
• 化学式: C₁₄H₁₂O₂S
• 分子量: 244.314
• InChiKey: KUVRNQACLXFTDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(4-methoxyphenyl)-1-(thiophen-3-yl)prop-2-en-1-one 、 丙二酸二乙酯 在 potassium tert-butylate 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到diethyl 2-(1-(4-methoxyphenyl)-3-oxo-3-(thiophen-3-yl)propyl)malonate
  参考文献：
  名称：

  Budak, Yakup; Burcu Guerdere; Kececi, Meryem, Bulletin of the Chemical Society of Ethiopia, 2010, vol. 24, # 1, p. 85 - 91

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙酰基噻吩 、 4-甲氧基苯甲醛 在 乙醇 、 sodium hydroxide 作用下， 生成 3-(4-methoxyphenyl)-1-(thiophen-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  MgSiO3纳米粒子催化的1,3-偶极环加成反应在取代螺l烯衍生的新型螺茚满-1,3-二酮的合成中

  摘要：

  金属纳米颗粒的使用已成为许多化学转化中最有前途的合成策略之一。通过杂环查耳酮衍生物，茚三酮和肌氨酸/ L-脯氨酸的三组分反应，通过[3 + 2]环加成反应以中等至高收率合成了新的螺茚满-1,3-二酮。微波辐射下异质MgSiO 3纳米颗粒（NPs）的存在在提高所需产物的收率方面显示出强大的作用。此外，催化剂可被回收和再利用而没有明显的活性损失。

  DOI：

  10.1002/jccs.201800445

文献信息

• Unexpected lactonization accompanying addition of ethyl acetoacetate to chalcones derived from 3-acetylthiophene
  作者：Yakup Budak、Esra Findik

  DOI：10.1135/cccc2010150

  日期：——

  Chalcone derivatives containing thiophene ring were prepared by the condensation of 3-acetylthiophene with aromatic aldehydes in excellent yields. The addition of ethyl acetoacetate to chalcone derivatives 3a–3h in the presence of solid NaOH in CH₂Cl₂ resulted in the formation of the mixture of bicyclic lactone derivatives 5a–5h and 6-(ethoxycarbonyl)cyclohexenone derivatives 6a–6h.

  含有噻吩环的查尔酮衍生物通过3-乙酰基噻吩与芳香醛的缩合反应制备，产率优异。在固体NaOH存在的CH2Cl2中，将乙酰乙酸乙酯加入查尔酮衍生物3a-3h中，结果形成了双环内酯衍生物5a-5h和6-(乙氧羰基)环己烯酮衍生物6a-6h的混合物。
• Potassium tert-Butoxide Catalyzed Synthesis and Characterization of Novel 3-Aryl-3-(phenylthio)-1-(thiophen-3-yl)propan-1-one Derivatives
  作者：Yakup Budak

  DOI：10.1002/cjoc.201180484

  日期：2012.2

  series of thiophenyl‐containing 3‐thiophene derivatives (4a–4i) were prepared via the reaction of chalcone‐analogua compounds (3a–3i) and thiophenol in the presence of catalytic amount of KOBu‐t in CH2Cl2 with moderate to high yields. The mechanistic pathway of the reaction was explained by the Michael‐type addition of thiophenol to chalcone derivatives (3a–3i).

  含有噻吩基-3-噻吩衍生物（一系列4A - 4I）经查耳酮类化合物analogua（反应制备3A - 3I和苯硫酚在KOBu-催化量的存在下）吨在CH 2氯2至中度高产。该反应的机理途径是通过在查尔酮衍生物（3a - 3i）中将苯酚的Michael型加成来解释的。
• Synthesis and Characterization of Some Novel Multisubstituted 6,7-Dihydro-5<i>H</i>-cyclopenta[<i>b</i>]pyridine Derivatives
  作者：Meliha Burcu Gürdere、Burhan Yilmaz、Yakup Budak

  DOI：10.1080/00397911.2013.840004

  日期：2014.4.3

  In this study, we describe systematic preparation of a series of aryl-substituted pyridine derivatives. The 1,5-dicarbonyls (3a-i) were prepared in the solvent-free conditions starting from chalcone derivatives (1a-i). The target compounds, 4-aryl-2-(thiophen-3-yl)-6,7-dihydro-5H-cyclopenta[b]-pyridine derivatives (5a-i), were synthesized by a cyclization reaction of the 1,5-dicarbonyls (3a-i) with ammonium acetate (NH4OAc) in acetic acid. The characterization of synthesized compounds was proved by elemental analyses, infrared, mass spectrometry, and H-1 and C-13 NMR spectroscopy. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]