(3Z,5Z)-4,5-tetramethylene-3,6-diiodoocta-3,5-diene | 1160936-59-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3Z,5Z)-4,5-tetramethylene-3,6-diiodoocta-3,5-diene
• 英文别名: (1Z,2Z)-1,2-bis(1-iodopropylidene)cyclohexane
• CAS: 1160936-59-3
• 化学式: C₁₂H₁₈I₂
• 分子量: 416.084
• InChiKey: CXSZVWDYIOUULT-HWAYABPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (3Z,5Z)-4,5-tetramethylene-3,6-diiodoocta-3,5-diene 在 copper(l) iodide 、 potassium sulfide 作用下， 以 乙腈 为溶剂， 以77%的产率得到1,3-diethyl-4,5,6,7-tetrahydrobenzo[c]thiophene
  参考文献：
  名称：

  Cu-Catalyzed Double S-Alkenylation of Potassium Sulfide: A Highly Efficient Method for the Synthesis of Various Thiophenes

  摘要：

  An efficient synthetic approach to variously substituted thiophenes has been developed through copper-catalyzed tandem S-alkenylation of potassium sulfide with 1,4-dilodo-1,3-dienes.

  DOI：

  10.1021/ol101619s

文献信息

• Synthesis of acenes via coupling of 1,4-dilithiobutadienes with diiodoarenes in the presence of CuCl
  作者：Lishan Zhou、Kiyohiko Nakajima、Ken-ichiro Kanno、Tamotsu Takahashi

  DOI：10.1016/j.tetlet.2009.02.191

  日期：2009.6

  prepared from diiodobutadienes reacted with diiodobenzene or diiodonaphthalene to afford substituted naphthalene, anthracene, dihydronaphthacene, and dihydropentacene derivatives in the presence of CuCl and DMPU. Dihydronaphthacene and dihydropentacene derivatives were converted into the corresponding naphthacene and pentacene derivatives.

  由二碘丁二烯制得的二硫代丁二烯与二碘苯或二碘萘反应，在CuCl和DMPU存在下，得到取代的萘，蒽，二氢萘和二氢并五苯衍生物。将二氢并四苯并二氢并五苯衍生物转化为相应的并四苯并五并苯衍生物。
• Copper-Catalyzed Double N-Vinylation of Aromatic Amines: An Efficient Synthesis of Various Substituted N-Arylpyrroles
  作者：Qian Liao、Liyun Zhang、Fei Wang、Shutao Li、Chanjuan Xi

  DOI：10.1002/ejoc.201000665

  日期：——

  A simple and efficient approach to various substituted N-arylpyrroles has been developed. The method is based on the copper-catalyzed sequential inter- and intramolecular N-vinylation of aromatic amines. The reactions proceed to afford substituted N-arylpyrroles in good-to-excellent yields using CuI as the precatalyst, tBuONa as the base, and N 1 ,N 2 -dimethylethane-1,2-diamine (DMEDA) as the ligand

  已经开发了一种简单有效的方法来处理各种取代的 N-芳基吡咯。该方法基于铜催化的芳香胺分子间和分子内的顺序 N-乙烯基化。使用CuI作为预催化剂、tBuONa作为碱和N 1 ,N 2 -二甲基乙烷-1,2-二胺(DMEDA)作为配体，反应进行以良好到优异的产率提供取代的N-芳基吡咯。具有给电子和吸电子取代基以及杂芳胺的苯胺在所使用的条件下表现非常好。三和四取代的二烯基二碘化物在反应条件下也表现良好，并以良好的产率提供相应的取代 N-芳基吡咯。使用 CuBr 或 CuCl 作为预催化剂也能以高产率获得产品。
• Domino N−H/C−H Bond Activation: Copper-Catalyzed Synthesis of Nitrogen-Bridgehead Heterocycles Using Azoles and 1,4-Dihalo-1,3-dienes
  作者：Qian Liao、Liyun Zhang、Shutao Li、Chanjuan Xi

  DOI：10.1021/ol1026365

  日期：2011.1.21

  Copper-catalyzed tandem coupling of 1,4-dihalo-1,3-dienes with azoles via an N-H bond and its adjacent C-H bond activation has been described. The reaction exhibits good regioselectivity when unsymmetrical 1,4-dihalo-1,3-diene is employed. This method provided a novel route to the synthesis of nitrogen-bridgehead azolopyridine derivatives.