3-(2-nitrovinyl)-2-n-propoxyindole

• 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: 3-(2-nitrovinyl)-2-n-propoxyindole
• 英文别名: 2-propoxy-3-(2-nitrovinyl)indole；3-[(E)-2-nitroethenyl]-2-propoxy-1H-indole
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: MWHKMRFKWFLNTF-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲氧基-1H-吲哚-3-甲醛 在 NaOPr 作用下， 生成 3-(2-nitrovinyl)-2-n-propoxyindole
  参考文献：
  名称：

  A Novel Synthetic Method of Pyrrolo[2,3-b]indoles and Its Application to the Synthesis of (±)-Debromoflustramine B

  摘要：

  1-Methoxy-3-(2-nitrovinyl)indole (4) functions as an electrophile and reacted with various nucleophiles regioselectively at the 2-position. Employing allyl alkoxides as nucleophiles, a novel synthetic method of pyrrolo[2,3-b]indoles has been elaborated. Utilizing the method, the synthesis of (+/-)-debromoflustramine B (10b) was achieved.

  DOI：

  10.3987/com-97-7989

文献信息

• A Novel Synthetic Method of Pyrrolo[2,3-b]indoles and Its Application to the Synthesis of (±)-Debromoflustramine B
  作者：Masanori Somei、Fumio Yamada、Tomoyuki Izumi、Masahiro Nakajou

  DOI：10.3987/com-97-7989

  日期：——

  1-Methoxy-3-(2-nitrovinyl)indole (4) functions as an electrophile and reacted with various nucleophiles regioselectively at the 2-position. Employing allyl alkoxides as nucleophiles, a novel synthetic method of pyrrolo[2,3-b]indoles has been elaborated. Utilizing the method, the synthesis of (+/-)-debromoflustramine B (10b) was achieved.
• Yamada, Koji; Yamada, Fumio; Somei, Masanori, Heterocycles, 2002, vol. 57, # 7, p. 1231 - 1234
  作者：Yamada, Koji、Yamada, Fumio、Somei, Masanori

  DOI：——

  日期：——
• Solvent Effect on the Reaction of 1-Methoxy-3-(2-nitrovinyl)indole with Nucleophiles
  作者：Masanori Somei、Koji Yamada、Tomoyuki Izumi、Fumio Yamada

  DOI：10.3987/com-05-s(k)33

  日期：——