6-ethylindolo<1,2-c>quinazoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-ethylindolo<1,2-c>quinazoline
• 英文别名: 6-ethyl-indolo[1,2-c]quinazoline；6-ethylindolo[1,2-c]quinazoline
• 化学式: C₁₇H₁₄N₂
• 分子量: 246.312
• InChiKey: QBEVVEHXYYDULV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-氨基苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 zinc dibromide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 16.0h， 生成 6-ethylindolo<1,2-c>quinazoline
  参考文献：
  名称：

  Assembly of indolo[1,2-c]quinazolines using ZnBr2-promoted domino hydroamination–cyclization

  摘要：

  An efficient protocol to generate indolo[1,2-c]quinazolines from acyclic alkyne substrates by ZnBr2-promated domino hydroamination-cyclization has been established. The dichotomous properties of zinc salts involving alkynophilicity and oxophilicity assure a one-pot formation of five- and six-membered nitrogen-containing rings in the skeleton. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.079

文献信息

• Copper-Catalyzed Cascade Synthesis of 1<i>H</i>-Indolo[1,2-<i>c</i>]quinazoline Derivatives
  作者：Hao Zhang、Yibao Jin、Hongxia Liu、Yuyang Jiang、Hua Fu

  DOI：10.1002/ejoc.201200953

  日期：2012.12

  A simple, efficient and practical approach to 1H-indolo[1,2-c]quinazoline derivatives has been developed that uses inexpensive and readily-available catalyst and substrates. The method should provide a new strategy for N-fused heterocycles and will show wide application in organic chemistry and medicinal chemistry.

  已经开发了一种简单、有效和实用的 1H-吲哚[1,2-c] 喹唑啉衍生物方法，该方法使用廉价且易于获得的催化剂和底物。该方法将为N-稠合杂环提供一种新的策略，并将在有机化学和药物化学中显示出广泛的应用。
• General and efficient copper-catalyzed aerobic oxidative synthesis of N-fused heterocycles using amino acids as the nitrogen source
  作者：Qing Liu、Haijun Yang、Yuyang Jiang、Yufen Zhao、Hua Fu

  DOI：10.1039/c3ra41644e

  日期：——

  efficient copper-catalyzed aerobic oxidative method for the synthesis of N-fused heterocycles has been developed by using readily available α-amino acids as the nitrogen source. The reactions underwent N-arylation, aerobic oxidative dehydrogenation, intramolecular cyclization and dissociation of formic acid. This method should provide a general and practical strategy for the construction of N-fused

  通过使用容易获得的α-氨基酸作为氮源，已经开发了用于合成N-稠合杂环的通用且有效的铜催化的需氧氧化方法。反应进行了N-芳基化，好氧氧化脱氢，分子内环化和C的解离甲酸。该方法应为构建N-稠合杂环提供通用和实用的策略。
• Chemistry of Indolo[1,2-c]quinazoline: An Approach to the Marine Alkaloid Hinckdentine A
  作者：Adil D. Billimoria、Michael P. Cava

  DOI：10.1021/jo00101a043

  日期：1994.11

  The basic chemistry of indolo[1,2-c]quinazoline (2) has been investigated for the first time. In addition, some attempts to elaborate 2 into the pentacyclic system of the marine alkaloid hinckaentine A (1A) are described.
• Assembly of indolo[1,2-c]quinazolines using ZnBr2-promoted domino hydroamination–cyclization
  作者：Min Xu、Ke Xu、Shaozhong Wang、Zhu-Jun Yao

  DOI：10.1016/j.tetlet.2013.06.079

  日期：2013.8

  An efficient protocol to generate indolo[1,2-c]quinazolines from acyclic alkyne substrates by ZnBr2-promated domino hydroamination-cyclization has been established. The dichotomous properties of zinc salts involving alkynophilicity and oxophilicity assure a one-pot formation of five- and six-membered nitrogen-containing rings in the skeleton. (C) 2013 Elsevier Ltd. All rights reserved.