7-chloro-9-(1H-indol-3-yl)-2,3,4,9-tetrahydro-1H-xanthen-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-chloro-9-(1H-indol-3-yl)-2,3,4,9-tetrahydro-1H-xanthen-1-one
• 英文别名: 7-chloro-9-(1H-indol-3-yl)-2,3,4,9-tetrahydroxanthen-1-one
• 化学式: C₂₁H₁₆ClNO₂
• 分子量: 349.817
• InChiKey: GBUSQNHHJOFQBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚 、 1,3-环己二酮 、 5-氯代水杨醛 在 三乙烯二胺 、 β-环糊精 作用下， 以 水 为溶剂， 反应 0.97h， 以80%的产率得到7-chloro-9-(1H-indol-3-yl)-2,3,4,9-tetrahydro-1H-xanthen-1-one
  参考文献：
  名称：

  β-Cyclodextrin: A Biomimetic Catalyst used for the Synthesis of 4H-chromene-3-carbonitrile and Tetrahydro-1H-xanthen-1-one Derivatives

  摘要：

  An efficient and facile protocol has been documented for the synthesis of 4H-chromene and xanthen-1-one derivatives via a three component one pot reaction of salicyladehyde, malononitrile/dimedone and indole utilizing biomimetic catalyst. Affiliation between biomimetic and organocatalyst exhibits a versatile and high catalytic activity emerging to be a sustainable alternative to other catalysts. The significant features of this protocol are compatibility with various types of indole and active-methylene compound, accomplishment of high yields, cleaner reaction condition and avoidance of the use of costly catalysts. Recyclability of beta-cyclodextrin a "biomimetic catalyst" is a significant feature of this protocol.

  DOI：

  10.1007/s10562-015-1588-2

文献信息

• β-Cyclodextrin: A Biomimetic Catalyst used for the Synthesis of 4H-chromene-3-carbonitrile and Tetrahydro-1H-xanthen-1-one Derivatives
  作者：Pratibha Rai、Madhulika Srivastava、Snehlata Yadav、Jaya Singh、Jagdamba Singh

  DOI：10.1007/s10562-015-1588-2

  日期：2015.12

  An efficient and facile protocol has been documented for the synthesis of 4H-chromene and xanthen-1-one derivatives via a three component one pot reaction of salicyladehyde, malononitrile/dimedone and indole utilizing biomimetic catalyst. Affiliation between biomimetic and organocatalyst exhibits a versatile and high catalytic activity emerging to be a sustainable alternative to other catalysts. The significant features of this protocol are compatibility with various types of indole and active-methylene compound, accomplishment of high yields, cleaner reaction condition and avoidance of the use of costly catalysts. Recyclability of beta-cyclodextrin a "biomimetic catalyst" is a significant feature of this protocol.