1,2,3,4-tetrahydro-8-methanesulfonyloxy-6-methylcarbazole | 220595-13-1

• 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: 1,2,3,4-tetrahydro-8-methanesulfonyloxy-6-methylcarbazole
• 英文别名: (3-methyl-6,7,8,9-tetrahydro-5H-carbazol-1-yl) methanesulfonate
• CAS: 220595-13-1
• 化学式: C₁₄H₁₇NO₃S
• 分子量: 279.36
• InChiKey: FCEKKBJSTMPWKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2,3,4-tetrahydro-8-methanesulfonyloxy-6-methylcarbazole 在 palladium on activated charcoal 氢氧化钾 、 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 水 、 硝基苯 、 丙酮 、 二乙二醇 为溶剂， 反应 2.17h， 生成 3-甲基-9H-咔唑-1,4-二酮
  参考文献：
  名称：

  New Syntheses of Murrayafoline-A and Murrayaquinone-A via Fischer Indolization of 2-Sulfonyloxyphenylhydrazone (Fischer Indolization and Its Related Compounds. Part 29)

  摘要：

  Two carbazole alkaloids, murrayafoline-A (4a) and murrayaquinone-A (4b), were synthesized from 1, 2, 3, 4-tetrahydro-8-methanesulfonyloxy-6-methylcarbazole (8) prepared in the application of Fischer indolization of 2-sulfonyloxyphenylhydrazone.

  DOI：

  10.3987/com-97-s3
• 作为产物：
  描述：

  cyclohexanone 2-methanesulfonyloxy-4-methylphenylhydrazone 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 1.0h， 以63%的产率得到1,2,3,4-tetrahydro-8-methanesulfonyloxy-6-methylcarbazole
  参考文献：
  名称：

  New Syntheses of Murrayafoline-A and Murrayaquinone-A via Fischer Indolization of 2-Sulfonyloxyphenylhydrazone (Fischer Indolization and Its Related Compounds. Part 29)

  摘要：

  Two carbazole alkaloids, murrayafoline-A (4a) and murrayaquinone-A (4b), were synthesized from 1, 2, 3, 4-tetrahydro-8-methanesulfonyloxy-6-methylcarbazole (8) prepared in the application of Fischer indolization of 2-sulfonyloxyphenylhydrazone.

  DOI：

  10.3987/com-97-s3

文献信息

• New Syntheses of Murrayafoline-A and Murrayaquinone-A via Fischer Indolization of 2-Sulfonyloxyphenylhydrazone (Fischer Indolization and Its Related Compounds. Part 29)
  作者：Yasuoki Murakami、Hiroshi Yokoo、Toshiko Watanabe

  DOI：10.3987/com-97-s3

  日期：——

  Two carbazole alkaloids, murrayafoline-A (4a) and murrayaquinone-A (4b), were synthesized from 1, 2, 3, 4-tetrahydro-8-methanesulfonyloxy-6-methylcarbazole (8) prepared in the application of Fischer indolization of 2-sulfonyloxyphenylhydrazone.