(Z)-1,4-dichloro-1-phenylpent-1-en-3-one | 1007401-95-7

• 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: (Z)-1,4-dichloro-1-phenylpent-1-en-3-one
• CAS: 1007401-95-7
• 化学式: C₁₁H₁₀Cl₂O
• 分子量: 229.106
• InChiKey: CSEWTMPSJZZMCY-YFHOEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(4-chloro-1-phenylpent-1-yn-3-ylidene)-propylamine 在 盐酸 、 水 作用下， 以33%的产率得到(E)-1,4-dichloro-1-phenylpent-1-en-3-one
  参考文献：
  名称：

  Synthesis and reactivity of alkenyl- and alkynyl-substituted β,β-dihalo-and β,β,β-trichloroamines

  摘要：

  beta,beta-Dihalo and beta,beta,beta-trichloroamines, obtained by Lewis acid-promoted Petasis-type reaction of alpha,alpha-dichlorinated and alpha,alpha,alpha-trichlorinated imines or reduction of alpha,alpha-dihaloaldimines, were subjected to a reactivity study and turned out to be remarkably stable compounds. In general, only the bases KO'Bu and NaOMe cause a 1,2-dehydrochlorination with formation of unsaturated alpha-chloroimines Or Unsaturated alpha,alpha-dichloroimines. Hydrolysis of the alpha-chloroimines with aqueous oxalic acid resulted in the formation of the corresponding unsaturated alpha-chloroketones. The reaction of simple beta,beta-dihaloamines with NaOMe and KO'Bu generated 2-haloprop-2-enylmines and 2,2-dimethoxypropylamines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.034

文献信息

• Synthesis of Cyclic Thioethers through Tandem C(sp³)−S and C(sp²)−S Bond Formations from α,β‘-Dichloro Vinyl Ketones
  作者：Kyungsoo Oh、Hyunjung Kim、Francesco Cardelli、Tamayi Bwititi、Anna M. Martynow

  DOI：10.1021/jo702457t

  日期：2008.3.1

  The synthesis of 5- to 8-memebered cyclic thioethers 4 has been achieved through a simple two-step sequence. The present methodology utilizes the facile Friedel−Crafts acylation of terminal alkynes 1 with acid chlorides 2 followed by tandem C(sp3)−S and C(sp2)−S bond formations with NaSH·xH2O.

  5至8元环硫醚4的合成已通过简单的两步序列完成。本方法论利用末端炔烃1与酰氯2的轻度Friedel-Crafts酰化反应，然后与NaSH· x H 2 O串联形成C（sp 3）-S和C（sp 2）-S键。