(2Z,6Z)-octa-2,6-dienedinitrile | 15898-60-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2Z,6Z)-octa-2,6-dienedinitrile
• 英文别名: cis-cis-1,6-Dicyan-hexadien-1,5
• CAS: 15898-60-9
• 化学式: C₈H₈N₂
• 分子量: 132.165
• InChiKey: LRBASIPKNUVYSP-GLIMQPGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,5-已二烯 、 丙烯腈 在 M₇₃SIPr 作用下， 以 氯仿 为溶剂， 100.0 ℃ 、200.0 kPa 条件下， 反应 4.0h， 以55%的产率得到(2Z,6Z)-octa-2,6-dienedinitrile
  参考文献：
  名称：

  Step-Economical Access to Valuable Weinreb Amide 2,5-Disubstituted Pyrrolidines by a Sequential One-Pot Two-Directional Cross-Metathesis/Cyclizing Aza-Michael Process

  摘要：

  Double cross-metathesis of 1,5-hexadiene with a variety of electron-deficient alkenes including the reluctant Weinreb acrylamide has been successfully accomplished. It was found that the process is quite general, and microwave irradiation effectively accelerates cross-coupling metathesis. This promotes a very versatile and high yielding methodology for the synthesis of symmetric Michael acceptors, which can be transformed into 2,5-disubstituted pyrrolidines through a sequential one-pot two-directional cross-metathesis/ring-closing double aza-Michael process.

  DOI：

  10.1021/jo302435a

文献信息

• Step-Economical Access to Valuable Weinreb Amide 2,5-Disubstituted Pyrrolidines by a Sequential One-Pot Two-Directional Cross-Metathesis/Cyclizing Aza-Michael Process
  作者：Hamza Boufroura、Marc Mauduit、Emmanuelle Drège、Delphine Joseph

  DOI：10.1021/jo302435a

  日期：2013.3.15

  Double cross-metathesis of 1,5-hexadiene with a variety of electron-deficient alkenes including the reluctant Weinreb acrylamide has been successfully accomplished. It was found that the process is quite general, and microwave irradiation effectively accelerates cross-coupling metathesis. This promotes a very versatile and high yielding methodology for the synthesis of symmetric Michael acceptors, which can be transformed into 2,5-disubstituted pyrrolidines through a sequential one-pot two-directional cross-metathesis/ring-closing double aza-Michael process.