5-fluoro-3-methyl-1-phenethyl-1H-indole | 1415425-66-9

• 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: 5-fluoro-3-methyl-1-phenethyl-1H-indole
• 英文别名: 5-Fluoro-3-methyl-1-(2-phenylethyl)indole；5-fluoro-3-methyl-1-(2-phenylethyl)indole
• CAS: 1415425-66-9
• 化学式: C₁₇H₁₆FN
• 分子量: 253.319
• InChiKey: ZASYLQUBZYYYNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  丙醇 、 1-(4-Fluorophenyl)-1-(2-phenylethyl)hydrazine 在 2-丁烯腈 、 十二羰基三钌 、 2,2'-双(二苯基磷)联苯 、 zinc(II) chloride 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 3.0h， 以82%的产率得到5-fluoro-3-methyl-1-phenethyl-1H-indole
  参考文献：
  名称：

  From Alcohols to Indoles: A Tandem Ru Catalyzed Hydrogen-Transfer Fischer Indole Synthesis

  摘要：

  In a new version of the Fischer indole synthesis, primary and secondary alcohols have been catalytically oxidized in the presence of phenylhydrazines and protic or Lewis acids to give the corresponding indoles. The overall reaction can be accomplished in one step, and the use of alcohols instead of aldehyes or ketones as starting materials has several advantages in terms of a large selection of reagents, easy handling, and safety of the process.

  DOI：

  10.1021/ol3030956

文献信息

• From Alcohols to Indoles: A Tandem Ru Catalyzed Hydrogen-Transfer Fischer Indole Synthesis
  作者：Andrea Porcheddu、Manuel G. Mura、Lidia De Luca、Marianna Pizzetti、Maurizio Taddei

  DOI：10.1021/ol3030956

  日期：2012.12.7

  In a new version of the Fischer indole synthesis, primary and secondary alcohols have been catalytically oxidized in the presence of phenylhydrazines and protic or Lewis acids to give the corresponding indoles. The overall reaction can be accomplished in one step, and the use of alcohols instead of aldehyes or ketones as starting materials has several advantages in terms of a large selection of reagents, easy handling, and safety of the process.