| 1025361-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1025361-96-9
• 化学式: C₂₅H₃₀
• 分子量: 330.513
• InChiKey: QMWZEVAVPSGXFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  二苯甲酮 、 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以77%的产率得到4-butyl-2-(2,2-diphenylvinyl)-1,1-diphenylocta-2,3-dien-1-ol
  参考文献：
  名称：

  LDA-Mediated Selective Addition Reaction of Vinylidenecyclopropanes with Aldehydes, Ketones, and Enones: Facile Synthesis of Vinylcyclopropenes, Allenols, and 1,3-Enynes

  摘要：

  Highly selective addition reaction of vinylidenecyclopropanes 1 was realized by treatment with LDA in THF and quenching with aldehydes, ketones, and enones. A number of vinylcyclopropenes, allenols, and 1,3-enynes were obtained selectively in moderate to good yields depending on the nature of different electrophiles.

  DOI：

  10.1021/ol800463k
• 作为产物：
  描述：

  1,1-二苯乙烯 、 1,1-dibromo-2,2-dibutylcyclopropane 在 四丁基硫酸氢铵 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  金（I）催化的串联氧化开环/ C ？氧气氛下亚乙烯基环丙烷与仲胺的C键裂解反应

  摘要：

  点石成金！亚乙烯基环丙烷与多种仲胺的金（I）催化串联氧化开环/ CCC键裂解反应在甲苯或1,1,2,2-四氯乙烷（TCE）中顺利进行，得到适度的相应酰胺在氧气气氛下达到良好的收率（参见方案； DCE = 1,2-二氯乙烷）。已经讨论了范围和局限性以及合理的机制。

  DOI：

  10.1002/chem.201100862

文献信息

• Nd(OTf)₃-Catalyzed Cascade Reactions of Vinylidenecyclopropanes with Enynol: A New Method for the Construction of the 5-7-6 Tricyclic Framework and Its Scope and Limitations
  作者：Liang-Feng Yao、Min Shi

  DOI：10.1002/ejoc.200900660

  日期：2009.8

  We report in this paper a Lewis acid [Nd(OTf)(3)]-catalyzed protocol to construct compounds containing a 5-7-6 tricyclic framework in good yield from readily accessible starting materials vinylidenecyclopropanes (VDCPs) 1 and enynols 2a-c under mild conditions. Upon examination of the scope and limitations of this reaction, it was found that the corresponding highly functionalized cyclopentane derivatives

  我们在本文中报告了一种路易斯酸 [Nd(OTf)(3)] 催化的协议，该协议可以从易于获得的起始材料亚乙烯基环丙烷 (VDCPs) 1 和烯醇 2a-c 中以良好的收率构建含有 5-7-6 三环骨架的化合物在温和的条件下。通过检查该反应的范围和局限性，发现在相同条件下，VDCPs 1 和烯醇 2e 或二烯醇 2c 的反应可以以良好的产率形成相应的高度官能化的环戊烷衍生物。((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Butyl lithium (nBuLi)-mediated carboxylation of vinylidenecyclopropanes with CO2
  作者：Bei-Li Lu、Jian-Mei Lu、Min Shi

  DOI：10.1016/j.tet.2009.09.004

  日期：2009.11

  A novel butyl lithium ((BuLi)-Bu-n)-mediated carboxylation of vinyl idenecyclop to panes with CO2 in THF at -78 degrees C followed by the further transformation has been realized to afford the corresponding carboxylic adducts in moderate to good yields under normal conditions. The scope and limitations as well as the plausible reaction mechanism have been also discussed in this paper. (c) 2009 Elsevier Ltd. All rights reserved.
• LDA-mediated domino carbolithiation reactions of vinylidenecyclopropanes with but-3-yn-2-one and 1-phenylprop-2-yn-1-one
  作者：Bei-Li Lu、Jian-Mei Lu、Min Shi

  DOI：10.1016/j.tetlet.2009.11.012

  日期：2010.1

  A novel domino carbolithiation reaction of vinylidenecyclopropanes 1 with but-3-yn-2-one and 1-phenylprop-2-yn-1-one by treating with LDA in THF was observed to give the corresponding adducts in moderate to good yields. The scope and limitations as well as the plausible mechanism have been discussed on the basis of control experiments. (C) 2009 Elsevier Ltd. All rights reserved.
• Gold(I)-Catalyzed Tandem Oxidative Ring-Opening/CC Bond Cleavage Reactions of Vinylidenecyclopropanes with Secondary Amines Under an Oxygen Atmosphere
  作者：Bei-Li Lu、Min Shi

  DOI：10.1002/chem.201100862

  日期：2011.8.8

  A Midas touch! Gold(I)‐catalyzed tandem oxidative ring‐opening/CC bond cleavage reactions of vinylidenecyclopropanes with a variety of secondary amines proceeded smoothly in toluene or 1,1,2,2‐tetrachloroethane (TCE) to give the corresponding amides in moderate to good yields under oxygen atmosphere (see scheme; DCE=1,2‐dichloroethane). The scope and limitations as well as the plausible mechanisms

  点石成金！亚乙烯基环丙烷与多种仲胺的金（I）催化串联氧化开环/ CCC键裂解反应在甲苯或1,1,2,2-四氯乙烷（TCE）中顺利进行，得到适度的相应酰胺在氧气气氛下达到良好的收率（参见方案； DCE = 1,2-二氯乙烷）。已经讨论了范围和局限性以及合理的机制。
• LDA-Mediated Selective Addition Reaction of Vinylidenecyclopropanes with Aldehydes, Ketones, and Enones: Facile Synthesis of Vinylcyclopropenes, Allenols, and 1,3-Enynes
  作者：Jian-Mei Lu、Min Shi

  DOI：10.1021/ol800463k

  日期：2008.5.1

  Highly selective addition reaction of vinylidenecyclopropanes 1 was realized by treatment with LDA in THF and quenching with aldehydes, ketones, and enones. A number of vinylcyclopropenes, allenols, and 1,3-enynes were obtained selectively in moderate to good yields depending on the nature of different electrophiles.