[1-(5-Chloropent-1-ynyl)cyclohexyl] methyl carbonate | 185536-08-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: [1-(5-Chloropent-1-ynyl)cyclohexyl] methyl carbonate
• CAS: 185536-08-7
• 化学式: C₁₃H₁₉ClO₃
• 分子量: 258.745
• InChiKey: YPRVJFUCARNDDG-UHFFFAOYSA-N

物化性质

• 沸点：
  371.6±21.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  lithium triethyl(1-methylindol-2-yl)borate 、 [1-(5-Chloropent-1-ynyl)cyclohexyl] methyl carbonate 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2-[1-(3-chloropropyl)-2-cyclohexylidenevinyl]-1-methylindole
  参考文献：
  名称：

  A concise access to 2-allenylindole derivatives based on the palladium catalyzed cross-coupling reaction of indolylborates

  摘要：

  The palladium catalyzed cross-coupling reaction of trialky](indol-2-yl)borates with prop-2-ynyl carbonates was developed for the preparation of 2-allenylindole derivatives. When the reaction of indolyl-borates with tert-prop-2-ynyl carbonates was carried out. 2-allenylindoles were obtained solely. Otherwise, indolylborates reacted with sec-prop-2-ynyl carbonates, giving rise to 2-allenylindoles and/or 3-(prop-2-ynyl)indoles depending on the catalyst used. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00861-8
• 作为产物：
  描述：

  5-氯戊炔 、 环己酮 、 氯甲酸甲酯 在 正丁基锂 作用下， 以 正己烷 为溶剂， 生成 [1-(5-Chloropent-1-ynyl)cyclohexyl] methyl carbonate
  参考文献：
  名称：

  A concise access to 2-allenylindole derivatives based on the palladium catalyzed cross-coupling reaction of indolylborates

  摘要：

  The palladium catalyzed cross-coupling reaction of trialky](indol-2-yl)borates with prop-2-ynyl carbonates was developed for the preparation of 2-allenylindole derivatives. When the reaction of indolyl-borates with tert-prop-2-ynyl carbonates was carried out. 2-allenylindoles were obtained solely. Otherwise, indolylborates reacted with sec-prop-2-ynyl carbonates, giving rise to 2-allenylindoles and/or 3-(prop-2-ynyl)indoles depending on the catalyst used. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00861-8

文献信息

• A novel one-pot route to cyclopenta [b]indole via the palladium-catalysed carbonylative cross-coupling reaction of indolylborate with prop-2-ynyl carbonate
  作者：Minoru Ishikura、Yukinori Matsuzaki、Isao Agata

  DOI：10.1039/cc9960002409

  日期：——

  A novel one-pot protocol for the formation of cyclopenta[b]indole is developed via the palladium catalysed carbonylative cross-coupling reaction.

  通过钯催化的羰基交叉偶联反应，开发出一种新颖的单锅法生成环戊并[b]吲哚。
• Palladium Catalyzed Carbonylative Cross-Coupling Reaction of Indolylborates with Prop-2-ynyl Carbonates
  作者：Minoru Ishikura、Harue Uchiyama、Noriyuki Matsuzaki

  DOI：10.3987/com-01-9188

  日期：——

  Palladium catalyzed carbonylative cross-coupling reaction of 1-methylindolylborate (20) with prop-2-ynyl carbonates (3) produced cyclopenta[b]indole derivatives in a one-pot manner. Hence, the use of indolylborates (2c, d) for the reaction with 3 allowed the isolation of indol-2-yl allenyl ketones (4).