3-<(trifluoroacetyl)amino>benzothiophene | 138900-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-<(trifluoroacetyl)amino>benzothiophene
• 英文别名: 3-trifluoroacetylaminobenzothiophene；N-(Benzo[b]thiophen-3-yl)-2,2,2-trifluoroacetamide；N-(1-benzothiophen-3-yl)-2,2,2-trifluoroacetamide
• CAS: 138900-83-1
• 化学式: C₁₀H₆F₃NOS
• 分子量: 245.225
• InChiKey: NPQOUEWPTZOLGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-<(trifluoroacetyl)amino>benzothiophene 在 氢氧化钾 、 正丁基锂 作用下， 以 甲醇 为溶剂， 反应 15.0h， 生成 12H-benzo[g]benzo[4,5]thieno[3,2-b]indole
  参考文献：
  名称：

  Lithiation of 3-aminobenzo[b]thiophene and 3-aminothiophene derivatives. Application to the synthesis of benzo[b]thienoindole and thienoindole derivatives

  摘要：

  DOI：

  10.1021/jo00033a054
• 作为产物：
  描述：

  benzo[b]thiophene-3-carbonyl azide 、 三氟乙酸 生成 3-<(trifluoroacetyl)amino>benzothiophene
  参考文献：
  名称：

  A Convenient Synthesis of 3(2)-Trifluoroacetylaminobenzo[b]thiophenes and Thiophenes and Some of Their Iodo Derivatives

  摘要：

  Trifluoroacetylamino derivatives of benzo[b]thiophene and thiophene (3a-d) have been obtained by Curtius rearrangement of the corresponding acyl azides (1a-d) with trifluoroacetic acid. The iodination of these amide derivatives with iodine under mild conditions leads to iodinated products in excellent yield, except in the case of the 3-trifluoroacetylaminobenzo[b]thiophene (3a), which only gives a polymeric residue.

  DOI：

  10.3987/com-91-5907

文献信息

• A Convenient Synthesis of 3(2)-Trifluoroacetylaminobenzo[b]thiophenes and Thiophenes and Some of Their Iodo Derivatives
  作者：Montserrat Prats、Carmen Gálvez

  DOI：10.3987/com-91-5907

  日期：——

  Trifluoroacetylamino derivatives of benzo[b]thiophene and thiophene (3a-d) have been obtained by Curtius rearrangement of the corresponding acyl azides (1a-d) with trifluoroacetic acid. The iodination of these amide derivatives with iodine under mild conditions leads to iodinated products in excellent yield, except in the case of the 3-trifluoroacetylaminobenzo[b]thiophene (3a), which only gives a polymeric residue.
• Lithiation of 3-aminobenzo[b]thiophene and 3-aminothiophene derivatives. Application to the synthesis of benzo[b]thienoindole and thienoindole derivatives
  作者：Montserrat Prats、Carmen Galvez、Yolanda Gasanz、Ana Rodriguez

  DOI：10.1021/jo00033a054

  日期：1992.3