2-(2'-furyl) indole-3-carboxaldehyde | 61726-88-3

• 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-(2'-furyl) indole-3-carboxaldehyde
• 英文别名: 2-(2'-Furyl)-indol-3-carboxaldehyd；2-furan-2-yl-indole-3-carbaldehyde；1H-Indole-3-carboxaldehyde, 2-(2-furanyl)-；2-(furan-2-yl)-1H-indole-3-carbaldehyde
• CAS: 61726-88-3
• 化学式: C₁₃H₉NO₂
• 分子量: 211.22
• InChiKey: BFQHINGNLQJQID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲氧羰基亚甲基三苯基正膦 、 2-(2'-furyl) indole-3-carboxaldehyde 以 甲苯 为溶剂， 以80 %的产率得到methyl (E)-3-(2-(furan-2-yl)-1H-indol-3-yl)acrylate
  参考文献：
  名称：

  Photocatalytic Dehydrogenative 6π‐Photocyclisation of Indole Derivatives via Successive Energy Transfer

  摘要：

  Herein, a successive energy transfer (sEnT) strategy to enable a dehydrogenative 6π‐photocyclisation, without the need for an external oxidant is reported, in which the energetically unfavourable dehydrogenation is driven by energy transfer. The valuable applicability of this method was demonstrated by the scaffold hopping of indole containing bioactive molecules, as well as by the succinct synthesis of naturally occurring tetracyclic furocarbazole alkaloids. Moreover, experimental and computational studies were conducted to elucidate the reaction mechanism.

  DOI：

  10.1002/adsc.202301174
• 作为产物：
  描述：

  1-(1-(furan-2-yl)ethylidene)-2-phenylhydrazine 在 PPA 作用下， 生成 2-(2'-furyl) indole-3-carboxaldehyde
  参考文献：
  名称：

  Holla,B.S.; Ambekar,S.Y., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1976, vol. 14, p. 579 - 580

  摘要：

  DOI：

文献信息

• Photocatalytic Dehydrogenative 6π‐Photocyclisation of Indole Derivatives <i>via</i> Successive Energy Transfer
  作者：Yishu He、Yihao Zhang、Hang Zhao、Xing Wang、Gaofeng He、Rong Huang、Siping Wei、Zhijie Zhang、Qiang Fu

  DOI：10.1002/adsc.202301174

  日期：2024.2.19

  Herein, a successive energy transfer (sEnT) strategy to enable a dehydrogenative 6π‐photocyclisation, without the need for an external oxidant is reported, in which the energetically unfavourable dehydrogenation is driven by energy transfer. The valuable applicability of this method was demonstrated by the scaffold hopping of indole containing bioactive molecules, as well as by the succinct synthesis of naturally occurring tetracyclic furocarbazole alkaloids. Moreover, experimental and computational studies were conducted to elucidate the reaction mechanism.
• Holla,B.S.; Ambekar,S.Y., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1976, vol. 14, p. 579 - 580
  作者：Holla,B.S.、Ambekar,S.Y.

  DOI：——

  日期：——