1-cyclohexylbut-2-ynyl methyl carbonate | 217465-45-7

• 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-cyclohexylbut-2-ynyl methyl carbonate
• CAS: 217465-45-7
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: FTLIJFDKQRQOCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-cyclohexylbut-2-ynyl methyl carbonate 、 lithium triethyl(1-tert-butoxycarbonylindol-2-yl)borate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 作用下， 以 四氢呋喃 、 正己烷 、 正戊烷 为溶剂， 反应 0.5h， 生成 tert-butyl 2-(3-cyclohexyl-1-methylpropa-1,2-dienyl)indole-1-carboxylate
  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：

  1-溴基-1-丙烯 、 氯甲酸甲酯 、 环己烷基甲醛 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 1-cyclohexylbut-2-ynyl 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