(E)-1-iodo-1-(4-methoxyphenyl)-3,3,3-trifluoropropene | 1111072-17-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-1-iodo-1-(4-methoxyphenyl)-3,3,3-trifluoropropene
• CAS: 1111072-17-3
• 化学式: C₁₀H₈F₃IO
• 分子量: 328.073
• InChiKey: XFKGNPZGNDUBRR-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-1-iodo-1-(4-methoxyphenyl)-3,3,3-trifluoropropene 在 盐酸 、 silver(I) acetate 、 锌 作用下， 以 溶剂黄146 为溶剂， 反应 0.08h， 以82%的产率得到(Z)-1-methoxy-4-(3,3,3-trifluoroprop-1-en-1-yl)benzene
  参考文献：
  名称：

  Regio- and stereo-specific preparation of (E)-1-aryl-3,3,3-trifluoro-1-iodo-propenes and their palladium-catalyzed reaction with terminal alkynes

  摘要：

  A new type of iodo-containing trifluoromethylated building blocks were synthesized. The reaction of 1-aryl-3,3,3-trifluoropropynes 1 with lithium iodide in acetic acid at 75 degrees C gave (E)-1-aryl-3,3,3-trifluoro-1-iodo-propenes 2 in high yield, which undergo the palladium-catalyzed Sonogashira reaction with terminal alkynes afforded trifluoromethyl-containing 1,3-enynes in high yield. (c) 2008 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2008.01.002
• 作为产物：
  描述：

  1-甲氧基-4-(3,3,3-三氟丙-1-炔基)苯 在 lithium iodide 作用下， 以 溶剂黄146 为溶剂， 反应 16.0h， 以80%的产率得到(E)-1-iodo-1-(4-methoxyphenyl)-3,3,3-trifluoropropene
  参考文献：
  名称：

  Regio- and stereo-specific preparation of (E)-1-aryl-3,3,3-trifluoro-1-iodo-propenes and their palladium-catalyzed reaction with terminal alkynes

  摘要：

  A new type of iodo-containing trifluoromethylated building blocks were synthesized. The reaction of 1-aryl-3,3,3-trifluoropropynes 1 with lithium iodide in acetic acid at 75 degrees C gave (E)-1-aryl-3,3,3-trifluoro-1-iodo-propenes 2 in high yield, which undergo the palladium-catalyzed Sonogashira reaction with terminal alkynes afforded trifluoromethyl-containing 1,3-enynes in high yield. (c) 2008 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2008.01.002

文献信息

• Controlled Trifluoromethylation Reactions of Alkynes through Visible-Light Photoredox Catalysis
  作者：Naeem Iqbal、Jaehun Jung、Sehyun Park、Eun Jin Cho

  DOI：10.1002/anie.201308735

  日期：2014.1.7

  The control of a reaction that can form multiple products is a highly attractive and challenging concept in synthetic chemistry. A set of valuable CF3‐containing molecules, namely trifluoromethylated alkenyl iodides, alkenes, and alkynes, were selectively generated from alkynes and CF3I by environmentally benign and efficient visible‐light photoredox catalysis. Subtle differences in the combination

  在合成化学中，控制可形成多种产物的反应是一个极具吸引力和挑战性的概念。通过对环境无害且有效的可见光光氧化还原催化作用，从炔烃和CF 3 I选择性地生成了一组有价值的含CF 3分子，即三氟甲基化的烯基碘，烯烃和炔烃。催化剂，碱和溶剂的组合之间存在细微差异，因此可以控制炔烃与CF 3 I之间反应的反应性和选择性。