(Z)-1-(4-chlorophenyl)-3-(4-methoxyphenylamino)prop-2-en-1-one | 185110-86-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (Z)-1-(4-chlorophenyl)-3-(4-methoxyphenylamino)prop-2-en-1-one
• 英文别名: (Z)-1-(p-chlorophenyl)-3-(p-methoxyphenylamino)prop-2-en-1-one；(Z)-1-(4-chlorophenyl)-3-(4-methoxyanilino)prop-2-en-1-one
• CAS: 185110-86-5
• 化学式: C₁₆H₁₄ClNO₂
• 分子量: 287.746
• InChiKey: YOTOZCOBUCJFPA-KHPPLWFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one 、 甲氧苯胺 在 iron(III) chloride 、 水 作用下， 反应 2.0h， 以96%的产率得到(Z)-1-(4-chlorophenyl)-3-(4-methoxyphenylamino)prop-2-en-1-one
  参考文献：
  名称：

  Water-Promoted Synthesis of Enaminones: Mechanism Investigation and Application in Multicomponent Reactions

  摘要：

  Highly stereoselective synthesis of Z-enaminones bearing reactive secondary amino group has been successfully performed in water using tertiary amino group functionalized enaminones under ambient conditions. An interesting promotion effect of water on the reaction via hydrolysis-dehydration condensation has been observed through a designed isotope labeling experiment. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.715712

文献信息

• An eco-friendly three-component regio- and stereoselective synthesis of highly functionalized dihydroindeno[1,2-b]pyrroles under grinding
  作者：Sivasubramanian Muthusaravanan、Chinnathambi Sasikumar、Balasubramanian Devi Bala、Subbu Perumal

  DOI：10.1039/c3gc42150c

  日期：——

  )-1-arylprop-2-en-1-ones with anilines and ninhydrin in an equimolar ratio upon grinding in the presence of acetic acid (0.1 ml per mmol of reactants) afforded highly functionalized dihydroindeno[1,2-b]pyrroles regio- and stereoselectively in good yields. This protocol has advantages such as solvent-free reactions under grinding, ambient temperature, short reaction times, simple work-up avoiding chromatographic

  （E）-3-（二甲基氨基）-1-芳基丙-2-烯-1-酮与苯胺和茚三酮的等摩尔比，在乙酸存在下研磨时容易进行的三组分多米诺反应（0.1 ml / mmol反应物）以良好的收率选择性和高度选择性地提供了高度官能化的二氢茚并[1,2- b ]吡咯。该方案具有诸如在研磨条件下无溶剂反应，环境温度，较短的反应时间，无需色谱纯化即可进行简单后处理等优点，并具有出色的收率。
• Water-Promoted Synthesis of Enaminones: Mechanism Investigation and Application in Multicomponent Reactions
  作者：Yunyun Liu、Rihui Zhou、Jie-Ping Wan

  DOI：10.1080/00397911.2012.715712

  日期：2013.9.17

  Highly stereoselective synthesis of Z-enaminones bearing reactive secondary amino group has been successfully performed in water using tertiary amino group functionalized enaminones under ambient conditions. An interesting promotion effect of water on the reaction via hydrolysis-dehydration condensation has been observed through a designed isotope labeling experiment. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.