2,9-dihydro-4-(2-chlorophenyl)-1,3-thiazino[6,5-b]indole | 1131427-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 2,9-dihydro-4-(2-chlorophenyl)-1,3-thiazino[6,5-b]indole
• 英文别名: 4-(2-Chlorophenyl)-2,9-dihydro-[1,3]thiazino[6,5-b]indole
• CAS: 1131427-45-6
• 化学式: C₁₆H₁₁ClN₂S
• 分子量: 298.796
• InChiKey: QALVGDFFGVZKQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,9-dihydro-4-(2-chlorophenyl)-1,3-thiazino[6,5-b]indole hydroiodide 在 氢氧化钾 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 生成 2,9-dihydro-4-(2-chlorophenyl)-1,3-thiazino[6,5-b]indole
  参考文献：
  名称：

  An expeditious synthesis for γ-carboline analogue 4-aryl-1,3-thiazino[6,5-b]indole derivatives via the trifluoromethanesulfonic acid-promoted isomerization of 3-amidomethylthioindole intermediates to 2-indolyl sulfides

  摘要：

  A highly efficient trifluoromethanesulfonic acid-mediated rearrangement of the benzoylaminomethylthio group of 3-benzoylaminomethylthioindoles (7a-e) to position 2 of the indole ring was developed. Thus, 2-benzoylaminomethylthioindoles (9a-e) were obtained in good yields and were involved as key intermediates in the synthesis of the new gamma-carboline analogue ring system: 2,9-dihydro-4-aryl-1,3-thiazino[6,5-b]indole derivatives (11a-e). The target thiazinoindoles (11a-e) were prepared via 2-thiobenzoylaminomethylindoles (10a-e) in modified Bischler-Napieralski reactions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.099