(Z)-N-(1,3-dichloro-1-phenylprop-1-en-2-yl)benzenesulfonamide

• 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)-N-(1,3-dichloro-1-phenylprop-1-en-2-yl)benzenesulfonamide
• 英文别名: N-[(Z)-1,3-dichloro-1-phenylprop-1-en-2-yl]benzenesulfonamide
• 化学式: C₁₅H₁₃Cl₂NO₂S
• 分子量: 342.246
• InChiKey: AVVBCHZBPOEVNO-PFONDFGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-苯基-1-丙炔 、 二氯胺B 在 palladium diacetate 作用下， 以 乙腈 为溶剂， 反应 25.0h， 以61%的产率得到(Z)-N-(1,3-dichloro-1-phenylprop-1-en-2-yl)benzenesulfonamide
  参考文献：
  名称：

  A Catalytic Reaction of Alkynes via Multiple-Site Functionalization

  摘要：

  The first multiple-site activation of alkynes with amine/halogen functionalities has been established. The reaction was performed by treating alkyne with N,N-dichlorobenzenesulfonamide at 80 degrees C in the presence of palladium acetate catalyst. A new mechanism was proposed which involves the novel formation of beta-halovinyl palladium and pi-allylpalladium species. Excellent regio- and stereoselectivities were achieved with the absolute structure determined by X-ray structural analysis.

  DOI：

  10.1021/ja0304188

文献信息

• A Novel Method for Preparation of 2-Chloro Enesulfonamides
  作者：Haiyong Zhao、Xiaoqiu Pu、Xianjin Yang

  DOI：10.1002/cjoc.201700114

  日期：2017.9

  A novel method for the synthesis of 2‐chloro enesulfonamides via the one‐pot addition‐elimination of N‐chloro‐N‐fluorobenzenesulfonamides (CFBSA) to styrenes in the presence of Et3N is described. A total of 20 examples are presented to illustrate this concept including various of styrenes.

  描述了一种在Et 3 N存在下通过一锅加成法将N-氯-N-氟苯磺酰胺（CFBSA）合成到苯乙烯中来合成2-氯烯磺酰胺的新方法。总共提供了20个实例来说明这一概念，包括各种苯乙烯。