3-(3-methylbuta-1,2-dienyl)-1-tosyl-3-pyrroline

• 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: 3-(3-methylbuta-1,2-dienyl)-1-tosyl-3-pyrroline
• 化学式: C₁₆H₁₉NO₂S
• 分子量: 289.398
• InChiKey: KBKUDJUOOFUWSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲基-N-(丙-2-炔-1-基)苯-1-磺酰胺 在 bis[1,1-di(trifluoromethyl)ethoxy][(2,6-diisopropylphenyl)imino](2-methyl-2-phenylpropylidene)molybdenum 、 三苯基膦 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 6.33h， 生成 3-(3-methylbuta-1,2-dienyl)-1-tosyl-3-pyrroline
  参考文献：
  名称：

  Molybdenum-Catalyzed Ring-Closing Metathesis of Allenynes

  摘要：

  A ring-closing metathesis reaction of allenynes occurred at room temperature in the presence of a molybdenum alkylidene complex to give ring-closed vinylallenes. The vinylallene skeletons were constructed by a metathesis-type reaction between the alkyne moiety and the proximal carbon-carbon double bond of the allene moiety.

  DOI：

  10.1021/ol0514348

文献信息

• GaCl₃-Catalyzed Allenyne Cycloisomerizations to Allenenes
  作者：Sang Ick Lee、So Hee Sim、Soo Min Kim、Kwang Kim、Young Keun Chung

  DOI：10.1021/jo061318y

  日期：2006.9.1

  Cycloisomerizations of allenynes to allenenes have been studied in the presence of catalytic amounts of [Au(PPh3)]SbF6 in dichloromethane or GaCl3 in toluene. Both catalytic systems are quite effective for terminal 1,6-allenynes. However, they showed different reactivities toward allenynes with di-substituents at the allenic terminal carbon. For the GaCl3-catalyzed reactions, allenenes were obtained

  在存在催化量的二氯甲烷中的[Au（PPh 3）] SbF 6或甲苯中的GaCl 3的存在下，研究了烯丙炔向烯丙烯的环异构化。两种催化体系对末端1,6-炔烃都非常有效。然而，它们对在烯基末端碳上具有二取代基的烯基炔具有不同的反应性。对于GaCl 3催化的反应，以合理至高收率获得了烯丙二烯。但是，对于Au（I）催化的反应，三烯的收率很低。因此，GaCl 3用作有效的催化剂，用于带有末端炔烃的烯丙炔的环异构化，以合理至高收率得到环状烯丙烯。
• Mercury(II) Triflate-Catalyzed Cycloisomerization of Allenynes to Allenenes
  作者：So Hee Sim、Sang Ick Lee、Junhyeok Seo、Young Keun Chung

  DOI：10.1021/jo701591e

  日期：2007.12.1

  [Graphics]Cycloisomerizations of allenynes to allenenes have been studied in the presence of catalytic amounts of [Hg(OTf)(2)] in acetonitrile. The catalytic system is quite effective for terminal 1,6-allenynes: allenenes were obtained in reasonable to high yields. However, treatment of allenynes with disubstituents at the allenic terminal carbon yielded a triene and/ or allenene as a major product(s) depending upon the substituents.