2-(2-cyclohexylidene-1-methylvinyl)-1-methoxylindole | 217465-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(2-cyclohexylidene-1-methylvinyl)-1-methoxylindole
• 英文别名: 2-(2-cyclohexylidene-1-methylvinyl)-1-methoxyindole
• CAS: 217465-50-4
• 化学式: C₁₈H₂₁NO
• 分子量: 267.371
• InChiKey: UWMVYQCVYNCWQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  丁炔二酸二乙酯 、 2-(2-cyclohexylidene-1-methylvinyl)-1-methoxylindole 以 甲苯 为溶剂， 反应 20.0h， 以64%的产率得到ethyl 2-cyclohexylidene-3-(ethoxycarbonyl)-1-methyl-1,9-dihydro-4aH-carbazole-4-carboxylate
  参考文献：
  名称：

  在高温和高压条件下2-烯丙基吲哚与乙炔二羧酸二乙酯的环加成反应

  摘要：

  在热和高压反应条件下都进行了2-烯基吲哚2与乙炔二羧酸二乙酯6的环加成反应，得到咔唑衍生物5。

  DOI：

  10.1002/jhet.5570380322
• 作为产物：
  描述：

  1-甲氧基-1H-吲哚 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.83h， 生成 2-(2-cyclohexylidene-1-methylvinyl)-1-methoxylindole
  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 concise access to 2-allenylindole derivatives based on the palladium catalyzed cross-coupling reaction of indolylborates
  作者：Minoru Ishikura、Yukinori Matsuzaki、Isao Agata、Nobuya Katagiri

  DOI：10.1016/s0040-4020(98)00861-8

  日期：1998.11

  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.
• Cycloaddition reaction of 2-allenylindoles with diethyl acetylenedicarboxylate under thermal and high pressure conditions
  作者：Minoru Ishikura、Harue Uchiyama、Ayako Hino、Nobuya Katagiri

  DOI：10.1002/jhet.5570380322

  日期：2001.5

  The cycloaddition reaction of 2-allenylindoles 2 with diethyl acetylenedicarboxylate 6 was undertaken under both thermal and high pressure reaction conditions, leading to carbazole derivatives 5.

  在热和高压反应条件下都进行了2-烯基吲哚2与乙炔二羧酸二乙酯6的环加成反应，得到咔唑衍生物5。