1-(p-tolyl)-3,4-di(2-thienyl)but-3E-en-1-yne

• 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: 1-(p-tolyl)-3,4-di(2-thienyl)but-3E-en-1-yne
• 英文别名: 2-[(Z)-4-(4-methylphenyl)-1-thiophen-2-ylbut-1-en-3-yn-2-yl]thiophene
• 化学式: C₁₉H₁₄S₂
• 分子量: 306.452
• InChiKey: BAVHVZWBJZXHAM-VKAVYKQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2-二(2-噻吩基)乙炔 、 1-(氯乙炔基)-4-甲基苯 在 Cp₂ZrEt₂ 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以42%的产率得到1-(p-tolyl)-3,4-di(2-thienyl)but-3E-en-1-yne
  参考文献：
  名称：

  Alkynylzirconation of Alkynes and Application to One-Pot Bisalkynylation of Alkynes

  摘要：

  Stereocontrolled alkynylzirconation of unactivated alkynes was achieved by the reaction of an alkyne with Cp2ZrEt2 and alkynyl halide in this order. After hydrolysis of the alkynylzirconation product, trisubstituted enyne derivatives were obtained in good yields. Functionalized enynes were also prepared by the reaction of the alkynylzirconation products with a variety of electrophiles. Subsequent addition of the second alkynyl halide to the alkynylzirconation products provided an in situ protocol for bisalkynylation of alkynes into (Z)-enediynes in good yields.

  DOI：

  10.1021/jo026037e

文献信息

• Alkynylzirconation of Alkynes and Application to One-Pot Bisalkynylation of Alkynes
  作者：Yuanhong Liu、Zhenqi Zhong、Kiyohiko Nakajima、Tamotsu Takahashi

  DOI：10.1021/jo026037e

  日期：2002.10.1

  Stereocontrolled alkynylzirconation of unactivated alkynes was achieved by the reaction of an alkyne with Cp2ZrEt2 and alkynyl halide in this order. After hydrolysis of the alkynylzirconation product, trisubstituted enyne derivatives were obtained in good yields. Functionalized enynes were also prepared by the reaction of the alkynylzirconation products with a variety of electrophiles. Subsequent addition of the second alkynyl halide to the alkynylzirconation products provided an in situ protocol for bisalkynylation of alkynes into (Z)-enediynes in good yields.