2-amino-4-(5-methyl-1H-indol-3-yl)-8-methoxy-4H-chromene-3-carbonitrile

• 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-amino-4-(5-methyl-1H-indol-3-yl)-8-methoxy-4H-chromene-3-carbonitrile
• 英文别名: (4S)-2-amino-8-methoxy-4-(5-methyl-1H-indol-3-yl)-4H-chromene-3-carbonitrile
• 化学式: C₂₀H₁₇N₃O₂
• 分子量: 331.374
• InChiKey: GMUILHKEUVENLU-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  84.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-甲基吲哚 、 2-imino-8-methoxy-2H-chromene-3-carbonitrile 在 N-[3,5-双(三氟甲基)苯基]-N'-[(8a,9S)-6'-甲氧基-9-金鸡宁]硫脲 、 对甲苯甲酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 72.0h， 以68% ee的产率得到
  参考文献：
  名称：

  Facile synthesis of chiral 2-amino-4-(indol-3-yl)-4H-chromene derivatives using thiourea as the catalyst

  摘要：

  The enantioselective Friedel-Crafts alkylation of indoles with iminochromenes catalyzed by a bifunctional thiourea organocatalyst was investigated. This reaction afforded chiral functionalized 2-amino-4-(indol-3-yl)-4H-chromenes in good yields (up to 87% yield) and with moderate to good enantioselectivities (up to 86% ee). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.08.018

文献信息

• Facile synthesis of chiral 2-amino-4-(indol-3-yl)-4H-chromene derivatives using thiourea as the catalyst
  作者：Yu Gao、Da-Ming Du

  DOI：10.1016/j.tetasy.2013.08.018

  日期：2013.10

  The enantioselective Friedel-Crafts alkylation of indoles with iminochromenes catalyzed by a bifunctional thiourea organocatalyst was investigated. This reaction afforded chiral functionalized 2-amino-4-(indol-3-yl)-4H-chromenes in good yields (up to 87% yield) and with moderate to good enantioselectivities (up to 86% ee). (C) 2013 Elsevier Ltd. All rights reserved.