methyl 3-hydroxy-4-methoxy-1-(trifluoromethyl)-9H-fluorene-2-carboxylate | 1373823-73-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: methyl 3-hydroxy-4-methoxy-1-(trifluoromethyl)-9H-fluorene-2-carboxylate
• CAS: 1373823-73-4
• 化学式: C₁₇H₁₃F₃O₄
• 分子量: 338.283
• InChiKey: LNMXUQJULNJNNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,2,2-trifluoro-1-(3-((trimethylsilyl)oxy)-1H-inden-2-yl)ethan-1-one 、 1,4-dimethoxy-1,3-bis(trimethylsilyloxy)-1,3-butadiene 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以67%的产率得到methyl 3-hydroxy-4-methoxy-1-(trifluoromethyl)-9H-fluorene-2-carboxylate
  参考文献：
  名称：

  [3+3] Cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes—a new approach to diverse CF3-substituted fluorenes, dibenzofurans, 9,10-dihydrophenanthrenes and 6H-benzo[c]chromenes

  摘要：

  Trifluoromethyl-substituted fluorenes, dibenzofurans, 9,10-dihydrophenanthrenes and 6H-benzo[c] chromenes were prepared by formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes. The reactions proceeded with very good regioselectivity. The product distribution depends on the type of 1,3-dielectrophile employed and can be explained by electronic reasons. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.101

文献信息

• [3+3] Cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes—a new approach to diverse CF3-substituted fluorenes, dibenzofurans, 9,10-dihydrophenanthrenes and 6H-benzo[c]chromenes
  作者：Stefan Büttner、Nazken K. Kelzhanova、Zharylkasyn A. Abilov、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tet.2012.01.101

  日期：2012.5

  Trifluoromethyl-substituted fluorenes, dibenzofurans, 9,10-dihydrophenanthrenes and 6H-benzo[c] chromenes were prepared by formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes. The reactions proceeded with very good regioselectivity. The product distribution depends on the type of 1,3-dielectrophile employed and can be explained by electronic reasons. (C) 2012 Elsevier Ltd. All rights reserved.