(E)-1-chloro-1-heptene-3,5-diyne | 919087-29-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (E)-1-chloro-1-heptene-3,5-diyne
• 英文别名: (E)-1-chlorohept-1-en-3,5-diyne
• CAS: 919087-29-9
• 化学式: C₇H₅Cl
• 分子量: 124.57
• InChiKey: NVUQXOQTZYHBKN-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  (E)-1-chloro-1-heptene-3,5-diyne 、 (E)-1-tert-butyldimethylsilyloxy-3-iodo-2-propene 在 四(三苯基膦)钯 正丁基锂 、 zinc dibromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 7.0h， 以71%的产率得到(E)-(1-tert-butyldimethylsilyloxy)-2-decene-4,6,8-triyne
  参考文献：
  名称：

  Highly Efficient and Selective Synthesis of Conjugated Triynes and Higher Oligoynes of Biological and Materials Chemical Interest via Palladium-Catalyzed Alkynyl−Alkenyl Coupling

  摘要：

  Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH-CHCI followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.

  DOI：

  10.1021/ol0623825
• 作为产物：
  描述：

  (E)-1-chloro-1-penten-3-yne 、 (E) 2-iodo-1-chloroethylene 在 四(三苯基膦)钯 正丁基锂 、 zinc dibromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 7.0h， 以73%的产率得到(E)-1-chloro-1-heptene-3,5-diyne
  参考文献：
  名称：

  Highly Efficient and Selective Synthesis of Conjugated Triynes and Higher Oligoynes of Biological and Materials Chemical Interest via Palladium-Catalyzed Alkynyl−Alkenyl Coupling

  摘要：

  Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH-CHCI followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.

  DOI：

  10.1021/ol0623825

文献信息

• Highly Efficient and Selective Synthesis of Conjugated Triynes and Higher Oligoynes of Biological and Materials Chemical Interest via Palladium-Catalyzed Alkynyl−Alkenyl Coupling
  作者：Estelle Métay、Qian Hu、Ei-ichi Negishi

  DOI：10.1021/ol0623825

  日期：2006.12.1

  Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH-CHCI followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.