4-Ethynyloct-4-ene | 1346263-82-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 4-Ethynyloct-4-ene
• 英文别名: 4-ethynyloct-4-ene
• CAS: 1346263-82-8
• 化学式: C₁₀H₁₆
• 分子量: 136.237
• InChiKey: UKBFOLTWUZMZKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  4-Ethynyloct-4-ene 、 溴乙酸乙酯 、 苯甲腈 在 甲烷磺酸 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 反应 14.0h， 以49%的产率得到ethyl 4-methyl-2-phenyl-5,6-dipropylpyridine-3-carboxylate
  参考文献：
  名称：

  使用Blaise反应中间体和1,3-烯炔进行一锅法合成多取代的吡啶

  摘要：

  通过腈与Reformatsky试剂和1,3-烯炔的顺序反应（涉及将Blaise反应中间体与Blaise的区域和化学选择性加成），开发了一种具有选择性控制取代模式的吡啶结构的串联一锅法。 1,3-烯炔，然后进行异构化，环化和芳构化级联。

  DOI：

  10.1021/ol202691b

文献信息

• Tandem Transformations of Nitriles into N-Heterocyclic Compounds by Electrophilic Trapping of Blaise Reaction Intermediates
  作者：Hyunik Shin、Sang-gi Lee、Ju Kim、Yu Chun

  DOI：10.1055/s-0031-1290814

  日期：2012.6

  Tandem transformations of nitriles into various N-heterocycles have been accomplished through the reaction of electrophiles with Blaise reaction intermediates formed in situ. The reaction of the Blaise reaction intermediates with propiolates gives 2-pyridones through consecutive C- and N-nucleophilic reactions. The tandem reactions of the Blaise reaction intermediate with 1,3-enynes proceed through C-nucleophilic addition followed by an electrocyclization-aromatization cascade to give pyridines. Exocyclic enamino esters can be prepared by transformations of omega-chloroalkyl nitriles through chemoselective intramolecular alkylation of the Blaise reaction intermediate. Palladium-catalyzed intramolecular arylations or copper-catalyzed intermolecular cross-coupling reactions of the Blaise reaction intermediate give a range of indole derivatives. Combinations of tandem alkylations and palladium-catalyzed couplings of the Blaise reaction intermediates of omega-chloroalkyl nitriles give N-fused indoles.
• Tandem One-Pot Synthesis of Polysubstituted Pyridines Using the Blaise Reaction Intermediate and 1,3-Enynes
  作者：Yu Sung Chun、Jun Hee Lee、Ju Hyun Kim、Young Ok Ko、Sang-gi Lee

  DOI：10.1021/ol202691b

  日期：2011.12.16

  method for the construction of a pyridine moiety with selective control of substitution patterns has been developed through the sequential reactions of nitrile with a Reformatsky reagent and 1,3-enyne involving regio- and chemoselective addition of the Blaise reaction intermediate to 1,3-enyne, followed by isomerization, cyclization, and an aromatization cascade.

  通过腈与Reformatsky试剂和1,3-烯炔的顺序反应（涉及将Blaise反应中间体与Blaise的区域和化学选择性加成），开发了一种具有选择性控制取代模式的吡啶结构的串联一锅法。 1,3-烯炔，然后进行异构化，环化和芳构化级联。