3-methyl-2-phenyl-5-(4-(trifluoromethyl)phenyl)furan | 1443441-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3-methyl-2-phenyl-5-(4-(trifluoromethyl)phenyl)furan
• 英文别名: 3-Methyl-2-phenyl-5-[4-(trifluoromethyl)phenyl]furan
• CAS: 1443441-69-7
• 化学式: C₁₈H₁₃F₃O
• 分子量: 302.296
• InChiKey: GTYAZPRFLJYEES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 甲醇 、 三氯硅烷 、 三苯基氧化膦 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 3-methyl-2-phenyl-5-(4-(trifluoromethyl)phenyl)furan
  参考文献：
  名称：

  Successively Recycle Waste as Catalyst: A One-Pot Wittig/1,4-Reduction/Paal–Knorr Sequence for Modular Synthesis of Substituted Furans

  摘要：

  A one-pot tandem Wittig/conjugate reduction/PaalKnorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.

  DOI：

  10.1021/acs.orglett.5b00442

文献信息

• Domino Radical Addition/Oxidation Sequence with Photocatalysis: One-Pot Synthesis of Polysubstituted Furans from α-Chloro-Alkyl Ketones and Styrenes
  作者：Shuang Wang、Wen-Liang Jia、Lin Wang、Qiang Liu、Li-Zhu Wu

  DOI：10.1002/chem.201602053

  日期：2016.9.19

  A new domino reaction has been developed that allows the combination of styrenes and α‐alkyl ketone radicals to afford a wide array of polysubstituted furans in good to excellent yields under mild and simple reaction conditions. The key to success of this novel protocol is the use of photocatalyst fac‐Ir(ppy)3 and oxidant K2S2O8. Mechanistic studies by a radical scavenger and photoluminescence quenching

  已开发出一种新的多米诺反应，该反应允许苯乙烯和α-烷基酮自由基的组合在温和简单的反应条件下以良好或优异的收率提供各种各样的多取代呋喃。该新协议成功的关键是使用光催化剂fac ‐Ir（ppy）3和氧化剂K 2 S 2 O 8。通过自由基清除剂和光致发光猝灭的机理研究表明，自由基加成/氧化途径是可行的。
• Synthesis of Polysubstituted Furans via Copper-Mediated Annulation of Alkyl Ketones with α,β-Unsaturated Carboxylic Acids
  作者：Yuzhu Yang、Jinzhong Yao、Yuhong Zhang

  DOI：10.1021/ol400912v

  日期：2013.7.5

  A novel copper-mediated annulation of alkyl ketones with alpha,beta-unsaturated carboxylic acids has been accomplished. This reaction provides a facile and regio-defined method for the synthesis of 2,3,5-trisubstituted furans from simple chemical reagents.