2-(thiophen-2-yl)hex-5-ene-1,3,3-tricarbonitrile | 1360072-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(thiophen-2-yl)hex-5-ene-1,3,3-tricarbonitrile
• 英文别名: 2-Thiophen-2-ylhex-5-ene-1,3,3-tricarbonitrile；2-thiophen-2-ylhex-5-ene-1,3,3-tricarbonitrile
• CAS: 1360072-84-9
• 化学式: C₁₃H₁₁N₃S
• 分子量: 241.316
• InChiKey: JGICPUOVRMGNRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  99.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氰乙酸烯丙酯 、 (2-噻吩亚甲基)甲烷-1,1-二甲腈 在 [Pd2(dba)3]*CHCl3 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 为溶剂， 反应 108.0h， 以70%的产率得到2-(thiophen-2-yl)hex-5-ene-1,3,3-tricarbonitrile
  参考文献：
  名称：

  Palladium-catalyzed bisfunctionalization of active alkenes by β-acetonitrile-α-allyl addition: application to the synthesis of unsymmetric 1,4-di(organo)fullerene derivatives

  摘要：

  A new, efficient palladium-catalyzed bisfunctionalization of ethylidene malononitriles by addition of acetonitrile and allyl groups is developed for the construction of all-carbon quarternary and tertiary centers simultaneously. This methodology is successfully applied to the synthesis of unsymmetric 1,4-disubstituted C-60. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.075

文献信息

• Palladium-catalyzed bisfunctionalization of active alkenes by β-acetonitrile-α-allyl addition: application to the synthesis of unsymmetric 1,4-di(organo)fullerene derivatives
  作者：Shirong Lu、Tienan Jin、Ming Bao、Abdullah M. Asiri、Yoshinori Yamamoto

  DOI：10.1016/j.tetlet.2011.12.075

  日期：2012.3

  A new, efficient palladium-catalyzed bisfunctionalization of ethylidene malononitriles by addition of acetonitrile and allyl groups is developed for the construction of all-carbon quarternary and tertiary centers simultaneously. This methodology is successfully applied to the synthesis of unsymmetric 1,4-disubstituted C-60. (C) 2011 Elsevier Ltd. All rights reserved.