5-chloro-3-(2-methyltetrahydro-2-furanyl)-1H-benzo[g]indole | 1220285-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-chloro-3-(2-methyltetrahydro-2-furanyl)-1H-benzo[g]indole
• 英文别名: 5-chloro-3-(2-methyloxolan-2-yl)-1H-benzo[g]indole
• CAS: 1220285-21-1
• 化学式: C₁₇H₁₆ClNO
• 分子量: 285.773
• InChiKey: VKIFRGWDHVLPPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  25
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-Chloro-2-ethynylnaphthalen-1-amine 、 4-戊炔-1-醇 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以70%的产率得到5-chloro-3-(2-methyltetrahydro-2-furanyl)-1H-benzo[g]indole
  参考文献：
  名称：

  Gold(I)-catalyzed one-pot reaction between 2-alkynylanilines and alkynols leading to the formation of C-3-substituted indoles: a case of formal carboamination of alkynes

  摘要：

  A process involving gold(I)-catalyzed formal carboamination of alkynes for the synthesis of C-3-substituted indoles has been developed. The procedure utilizes easily accessible starting materials such as 2-alkynylanilines and alkynols. A series of C-3-functionalized indoles are accessible by using this one-pot strategy. Mechanistically, the reaction involves three catalytic cycles and each of them is essentially catalyzed by a single metal catalyst, that is, Ph3PAuOTf. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2010.01.036

文献信息

• Gold(I)-catalyzed one-pot reaction between 2-alkynylanilines and alkynols leading to the formation of C-3-substituted indoles: a case of formal carboamination of alkynes
  作者：Nitin T. Patil、Vipender Singh、Ashok Konala、Anil Kumar Mutyala

  DOI：10.1016/j.tetlet.2010.01.036

  日期：2010.3

  A process involving gold(I)-catalyzed formal carboamination of alkynes for the synthesis of C-3-substituted indoles has been developed. The procedure utilizes easily accessible starting materials such as 2-alkynylanilines and alkynols. A series of C-3-functionalized indoles are accessible by using this one-pot strategy. Mechanistically, the reaction involves three catalytic cycles and each of them is essentially catalyzed by a single metal catalyst, that is, Ph3PAuOTf. (C) 2010 Published by Elsevier Ltd.