2-{[2,4-bis(methyloxy)phenyl]ethynyl}aniline | 1200659-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-{[2,4-bis(methyloxy)phenyl]ethynyl}aniline
• 英文别名: 2-[2-(2,4-Dimethoxyphenyl)ethynyl]aniline
• CAS: 1200659-70-6
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: OVOZAROSAXBDMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-{[2,4-bis(methyloxy)phenyl]ethynyl}aniline 以 水 为溶剂， 反应 1.5h， 以50%的产率得到2-(2,4-dimethoxyphenyl)-1H-indole
  参考文献：
  名称：

  Microwave-assisted synthesis of indole-derivatives via cycloisomerization of 2-alkynylanilines in water without added catalysts, acids, or bases

  摘要：

  An unprecedented green methodology is described for the preparation of differently substituted indoles via microwave-assisted cycloisomerization of 2-alkynylaniline derivatives in water. Moderate to good yields in the cyclization can be achieved for a variety of 2-aminoaryl alkynes. Reactions are run without any added metal catalyst, acid, or base, and do not take place by applying conventional heating. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.135
• 作为产物：
  描述：

  1,3-二甲氧基-4-乙炔基苯 、 alkaline earth salt of/the/ methylsulfuric acid 在 四氢吡咯 作用下， 生成 2-{[2,4-bis(methyloxy)phenyl]ethynyl}aniline
  参考文献：
  名称：

  Microwave-assisted synthesis of indole-derivatives via cycloisomerization of 2-alkynylanilines in water without added catalysts, acids, or bases

  摘要：

  An unprecedented green methodology is described for the preparation of differently substituted indoles via microwave-assisted cycloisomerization of 2-alkynylaniline derivatives in water. Moderate to good yields in the cyclization can be achieved for a variety of 2-aminoaryl alkynes. Reactions are run without any added metal catalyst, acid, or base, and do not take place by applying conventional heating. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.135

文献信息

• Microwave-assisted synthesis of indole- and azaindole-derivatives in water via cycloisomerization of 2-alkynylanilines and alkynylpyridinamines promoted by amines or catalytic amounts of neutral or basic salts
  作者：Adriano Carpita、Arianna Ribecai、Paolo Stabile

  DOI：10.1016/j.tet.2010.06.083

  日期：2010.8

  An efficient methodology is described and exploited for the preparation of differently substituted indoles and azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, which is promoted by catalytic amounts of neutral or basic salts or by stoichiometric weak organic bases. Good to high yields in the cyclization can be achieved for a variety of 2-amino (hetero)aryl alkynes. Reactions are run without any added metal catalyst. A comparison with the cycloisomerization conducted under conventional heating is also described. (C) 2010 Elsevier Ltd. All rights reserved.