1-(3-fluorobenzyl)-1-phenylhydrazine | 1353013-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-fluorobenzyl)-1-phenylhydrazine
• CAS: 1353013-63-4
• 化学式: C₁₃H₁₃FN₂
• 分子量: 216.258
• InChiKey: DMRUQXFSLRCWES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(3-fluorobenzyl)-1-phenylhydrazine 、 N-((4-氧代)-1-戊基)乙酰胺 在 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 20.0h， 生成 N-(2-(1-(3-fluorobenzyl)-2-methyl-1H-indol-3-yl)ethyl)acetamide
  参考文献：
  名称：

  A one-pot three-component reaction for the preparation of highly functionalized tryptamines

  摘要：

  We have developed a general one-pot method to provide highly functionalized tryptamine derivatives, via a Fischer indole type pathway. In this article, we demonstrate optimal conditions for a one-pot indole synthesis, allowing for the synthesis of a broad scope of 2-methyl tryptamine derivatives and a precursor for the synthesis of the core structure of some akuammiline alkaloids. Additionally, further modification of the indole products is described. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.11.032
• 作为产物：
  描述：

  苯肼 、 3-氟溴苄 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以55%的产率得到1-(3-fluorobenzyl)-1-phenylhydrazine
  参考文献：
  名称：

  A one-pot three-component reaction for the preparation of highly functionalized tryptamines

  摘要：

  We have developed a general one-pot method to provide highly functionalized tryptamine derivatives, via a Fischer indole type pathway. In this article, we demonstrate optimal conditions for a one-pot indole synthesis, allowing for the synthesis of a broad scope of 2-methyl tryptamine derivatives and a precursor for the synthesis of the core structure of some akuammiline alkaloids. Additionally, further modification of the indole products is described. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.11.032

文献信息

• Reductive Hydrazination with Trichlorosilane: A Method for the Preparation of 1,1-Disubstituted Hydrazines
  作者：Tao Wang、Xiao Di、Chao Wang、Li Zhou、Jian Sun

  DOI：10.1021/acs.orglett.6b00675

  日期：2016.4.15

  and facile method has been developed to prepare 1,1-disubstituted hydrazines via Lewis base promoted direct reductive hydrazination. Under the catalysis of hexamethylphosphoramide (HMPA) and N,N-dimethylacetamide (DMAc), respectively, various ketones and aldehydes could react with phenylhdrazines to prepare 1,1-disubstituted hydrazines with good to high yields.

  已经开发了一种简单易行的方法，以通过路易斯碱促进的直接还原酰肼化来制备1,1-二取代的肼。分别在六甲基磷酰胺（HMPA）和N，N-二甲基乙酰胺（DMAc）的催化下，各种酮和醛可以与苯基乙嗪反应制备1,1-二取代肼，产率高至高。