2-(2-methyl-2-propenyloxy)tropone

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 2-(2-methyl-2-propenyloxy)tropone
• 英文别名: 2-(2-Methylprop-2-enoxy)cyclohepta-2,4,6-trien-1-one
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: UTERBJYZBZFDKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-methyl-2-propenyloxy)tropone 以70%的产率得到
  参考文献：
  名称：

  TAKESHITA, HITOSHI;MAMETSUKA, HIROAKI;MATSUO, NORIHIDE, BULL. CHEM. SOC. JAP., 1982, 55, N 4, 1137-1139

  摘要：

  DOI：
• 作为产物：
  描述：

  环庚三烯酚酮 以69%的产率得到
  参考文献：
  名称：

  TAKESHITA, HITOSHI;MAMETSUKA, HIROAKI;MATSUO, NORIHIDE, BULL. CHEM. SOC. JAP., 1982, 55, N 4, 1137-1139

  摘要：

  DOI：

文献信息

• A Dimethyl Sulfoxide-mediated Oxidation of Arylalkyl and Alkyl Alcohols to Corresponding Aldehydes and Ketones<i>via</i>Tropolonyl Ethers
  作者：Hitoshi Takeshita、Hiroaki Mametsuka、Norihide Matsuo

  DOI：10.1246/bcsj.55.1137

  日期：1982.4

  The arylmethyl and diarylmethyl ethers of tropolones were oxidized to the corresponding carbonyl derivatives by heating in dimethyl sulfoxide. The free alcohols were oxidized at a much slower rate, suggesting that some sort of DMSO-linked intermediates are responsible for the oxidation. Inertness of free alcohols was proven by means of the cross-over experiments, including deuterium-labelling. This oxidation was applicable to alkyl ethers, but not to alkenyl ethers, which are known to cause the Claisen-rearrangement.

  芳基甲基和二芳基甲基醇醚在二甲基亚砜中加热氧化为相应的羰基衍生物。游离醇的氧化速率要慢得多，这表明某种DMSO相关的中间体可能负责这一氧化反应。通过交叉实验，包括氘标记，证明了游离醇的惰性。这种氧化适用于烷基醚，但不适用于已烯醚，因为已烯醚已知会引起克莱森重排。
• Synthesis and biological evaluation of O-alkylated tropolones and related α-ketohydroxy derivatives as ribonucleotide reductase inhibitors
  作者：I Tamburlin-Thumin

  DOI：10.1016/s0223-5234(01)01249-1

  日期：2001.6

  A series of O-alkylated tropolones and related alpha-ketohydroxy compounds were evaluated for their biological activities and were shown to present an expected ribonucleotide reductase inhibition and cytotoxicity against some cancer cell lines but no antitubulin activity. Pharmacomodulation studies were realised to understand and enhance the observed activities. These original benzylic, heterocyclic

  评估了一系列O-烷基化的对苯二酚和相关的α-酮羟基化合物的生物活性，并显示出它们对某些癌细胞系具有预期的核糖核苷酸还原酶抑制作用和细胞毒性，但没有抗微管蛋白活性。进行药物调节研究以理解和增强观察到的活性。这些原始的苄基，杂环和烯丙基化合物是通过我们实验室开发的相转移催化的O-烷基化反应合成的。
• A Convenient Method for the Alkylation of Tropolone Derivatives and Related α-Keto Hydroxy Compounds
  作者：Isabelle Tamburlin-Thumin

  DOI：10.1055/s-1999-3523

  日期：1999.7