1-(tert-butylcarbonyl)-7-phenylthioindoline | 143262-15-1

• 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: 1-(tert-butylcarbonyl)-7-phenylthioindoline
• 英文别名: 1-(tert-butoxycarbonyl)-7-phenylthioindoline；1h-Indole-1-carboxylic acid,2,3-dihydro-7-(phenylthio)-,1,1-dimethylethyl ester；tert-butyl 7-phenylsulfanyl-2,3-dihydroindole-1-carboxylate
• CAS: 143262-15-1
• 化学式: C₁₉H₂₁NO₂S
• 分子量: 327.447
• InChiKey: BCUUQEXXTTVGGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吲哚啉 在 四甲基乙二胺 、 仲丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 环己烷 为溶剂， 反应 26.83h， 生成 1-(tert-butylcarbonyl)-7-phenylthioindoline
  参考文献：
  名称：

  An o-Iminothioquinone:  Its Cycloaddition To Produce an Indologlycoside and Its Self-Dimerization To Form a Dithio-Diazocycloctane, the Structure Assignment of Which Is Based on the DFT Prediction of Its IR Spectrum

  摘要：

  An unusual heterodiene, an indolothiono quinone, undergoes cycloaddition with a glycal to form an indole-N-glycoside. A novel dimer of the indolothionoquinone is assigned its structure on the basis of a match between its predicted and observed IR spectrum.

  DOI：

  10.1021/jo034800e

文献信息

• Directed Lithiation of 1-(tert-Butoxycarbonyl)indolines. A Convenient Route to 7-Substituted Indolines
  作者：Masatomo Iwao、Tsukasa Kuraishi

  DOI：10.3987/com-92-5993

  日期：——

  1-(tert-Butoxycarbonyl)indolines were regioselectively lithiated at 7-position with s-BuLi-TMEDA in ether or TBF at -78-degrees-C. The lithiated species were reacted with a range of electrophiles to give 7-substituted indoline derivatives.