(3-Phenyl-propin-(2)-yl)-(3.5-dimethyl-phenyl)-ether | 101596-49-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3-Phenyl-propin-(2)-yl)-(3.5-dimethyl-phenyl)-ether
• 英文别名: 1,3-Dimethyl-5-(3-phenylprop-2-ynoxy)benzene
• CAS: 101596-49-0
• 化学式: C₁₇H₁₆O
• mdl: MFCD20975784
• 分子量: 236.313
• InChiKey: MLZMFSKYUOXASD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.176
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3-Phenyl-propin-(2)-yl)-(3.5-dimethyl-phenyl)-ether 在 Lindlar's catalyst 氢气 作用下， 生成 cis-(γ-Phenyl-allyl)-(3.5-dimethyl-phenyl)-ether
  参考文献：
  名称：

  The ortho-Claisen Rearrangement. II. The Rearrangement of cis- and trans-γ-Substituted Allyl Aryl Ethers¹

  摘要：

  DOI：

  10.1021/ja01469a045
• 作为产物：
  描述：

  3,5-二甲基苯酚 、 1-bromo-3-phenylprop-2-yne 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 (3-Phenyl-propin-(2)-yl)-(3.5-dimethyl-phenyl)-ether
  参考文献：
  名称：

  The ortho-Claisen Rearrangement. II. The Rearrangement of cis- and trans-γ-Substituted Allyl Aryl Ethers¹

  摘要：

  DOI：

  10.1021/ja01469a045

文献信息

• Pt(IV)-catalyzed cyclization of arene–alkyne substrates via C–H bond functionalization
  作者：Stefan J Pastine、So Won Youn、Dalibor Sames

  DOI：10.1016/j.tet.2003.05.003

  日期：2003.11

  We herein report that PtCl4 has proven to be a hydroarylation catalyst with an efficiency and substrate scope superior to previously known methods. This catalyst demonstrated consistent performance with arene-yne substrates of diverse structural features, including propargyl ethers, propargylamines, and alkynoate esters, providing good to excellent yields of the 6-endo products (chromenes, dihydroquinolines, and coumarins). In contrast, Pt(II), Pd(II), and Ga(III) salts were shown to be sensitive to the substitution on the alkyne moiety. PtCl4 is compatible with both terminal and disubstituted alkynes, as well as with various functionalities on the arene ring, including methyl, methoxyl, hydroxyl, protected amine, and halide. (C) 2003 Elsevier Ltd. All rights reserved.