1-[Cyclopropylidene-[4-(2-methylpropoxy)phenyl]methyl]-4-(2-methylpropoxy)benzene | 1033826-71-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[Cyclopropylidene-[4-(2-methylpropoxy)phenyl]methyl]-4-(2-methylpropoxy)benzene
• CAS: 1033826-71-9
• 化学式: C₂₄H₃₀O₂
• 分子量: 350.501
• InChiKey: LASUNKWSMYZSAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[Cyclopropylidene-[4-(2-methylpropoxy)phenyl]methyl]-4-(2-methylpropoxy)benzene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 24.0h， 以89%的产率得到3-bromo-4,4-bis(4-isobutoxyphenyl)-but-3-en-1-ol
  参考文献：
  名称：

  Halohydroxylation of alkylidenecyclopropanes using N-halosuccinimide (NXS) as the halogen source: an efficient synthesis of halocyclopropylmethanol and 3-halobut-3-en-1-ol derivatives

  摘要：

  A variety of halocyclopropyl-methanol and 3-halo-but-3-en-1-ol derivatives were prepared in moderate to excellent yields via the simple halohydroxylation reaction of alkylidenecyclopropanes with convenient and mild sources of electrophilic halogen NXS (X = I, Br, Cl, F) and H2O. A plausible mechanism for the halohydroxylation has been proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.146

文献信息

• Iodohydroxylation of Alkylidenecyclopropanes. An Efficient Synthesis of Iodocyclopropylmethanol and 3-Iodobut-3-en-1-ol Derivatives
  作者：Yewei Yang、Xian Huang

  DOI：10.1021/jo800123m

  日期：2008.6.1

  A variety of iodocyclopropylmethanol and 3-iodobut-3-en-1-ol derivatives were readily prepared in good to excellent yields via the simple iodohydroxylation reaction of alkylidenecyclopropanes with I2 and H2O. An unexpected rearrangement to give 4-hydroxy-1,2-diphenyl-butan-1-one derivatives was observed compared to the halohydroxylation products.

  通过亚烷基环丙烷与I 2和H 2 O的简单碘羟基化反应，可以很容易地制备出各种碘代环丙基甲醇和3-iodobut-3-en-1-ol衍生物。与卤代羟基化产物相比，观察到了2-2-二苯基-丁-1-酮衍生物。
• Intramolecular Cycloisomerization of Aryl-Substituted Alkylidenecyclo­propanes via NHC Palladium-Catalyzed Cascade C-C Bond Cleavage/C-H Activation/C-C Bond Formation
  作者：Xian Huang、Yewei Yang

  DOI：10.1055/s-2008-1078404

  日期：2008.5

  A well-defined N-heterocyclic carbene (NHC) palladium-catalyzed intramolecular cyclization reaction of aryl-substituted alkylidenecyclopropanes (ACP) to 1-aryl dihydronaphthalenes is described. The NHC salts were found to suppress β-hydride elimination from the homoallylpalladium intermediate, which may lead to unwanted alkene formation. A plausible mechanism for the cycloisomerization was proposed.

  本研究描述了一种定义明确的 N-杂环碳烯（NHC）钯催化的芳基取代亚烷基环丙烷（ACP）到 1-芳基二氢萘的分子内环化反应。研究发现，NHC 盐会抑制同质烯丙基钯中间体中的δ-酸酐消除，这可能会导致不必要的烯烃形成。提出了环异构化的合理机制。