1-benzyl-3-(2-hydroxyphenyl)indolin-2-one | 1240509-64-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-benzyl-3-(2-hydroxyphenyl)indolin-2-one
• CAS: 1240509-64-1
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: NARBAOHHRCYPAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  在 氢溴酸 作用下， 以 1,1-二氯乙烷 、 水 为溶剂， 反应 6.0h， 生成 1-benzyl-3-(2-hydroxyphenyl)indolin-2-one
  参考文献：
  名称：

  Toward understanding the scope of Baylis–Hillman reaction: synthesis of 3-(2- hydroxyphenyl)indolin-2-ones and polycyclic fused furans

  摘要：

  A facile one-pot synthesis of 3-(2-hydroxyphenyl)indolin-2-ones has been developed via the TiCl4-mediated Baylis-Hillman (B-H) reaction of N-substituted isatins and cyclohex-2-enone, followed by treatment of the in situ generated B H alcohols with aq HBr. Baylis-Hillman reaction of aromatic cyclic 1,2-diones with cycloalk-2-enones under the influence of TiCl4 has been successfully performed and the resulting Baylis-Hillman adducts have been conveniently transformed into pentacyclic and hexacyclic fused furan derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.087

文献信息

• Unified Strategy to Access 6<i>H</i> -Benzofuro[2,3-<i>b</i> ]indoles and 5,6-Dihydroindolo[2,3-<i>b</i> ]indoles via UV Light-Mediated Diradical Cyclization
  作者：Bin Cheng、Bing Zu、Yuntong Li、Shengxian Zhai、Wei Xu、Yun Li、Hongbin Zhai

  DOI：10.1002/adsc.201701270

  日期：2018.2.1

  A unified protocol for the construction of 6H‐benzofuro[2,3‐b]indoles and 5,6‐dihydroindolo[2,3‐b]indoles via UV light‐mediated diradical cyclization was developed and preliminary efforts were also made to functionalize at C10b position of 6H‐benzofuro[2,3‐b]indoles. This mild and facile strategy may have great potential in the syntheses of natural products and functional materials.

  为6建设的统一的协议ħ -benzofuro [2,3- b ]吲哚和5,6-二氢吲哚并[2,3- b ]吲哚通过UV光介导的环化双基，开发和初步努力也官能制成在6 H-苯并呋喃[2,3- b ]吲哚的C10b位置。这种温和而简便的策略可能在天然产物和功能材料的合成中具有巨大的潜力。