(E)-3-(2-tosylhydrazono)-4-ethyldec-5-yn-4-ol | 934399-83-4

• 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: (E)-3-(2-tosylhydrazono)-4-ethyldec-5-yn-4-ol
• 英文别名: N-[(E)-(4-ethyl-4-hydroxydec-5-yn-3-ylidene)amino]-4-methylbenzenesulfonamide
• CAS: 934399-83-4
• 化学式: C₁₉H₂₈N₂O₃S
• 分子量: 364.509
• InChiKey: FEHXSTVJSCFXQW-CZIZESTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-3-(2-tosylhydrazono)-4-ethyldec-5-yn-4-ol 在 platinum(II) chloride 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以71%的产率得到5-butyl-2,2-diethyl-1-(toluenesulfonamido)-1,2-dihydropyrrol-3-one
  参考文献：
  名称：

  Pt-Catalyzed Cyclization/1,2-Migration for the Synthesis of Indolizines, Pyrrolones, and Indolizinones

  摘要：

  Indolizine, pyrrolone, and indolizinone heterocycles are easily accessed via the Pt(II)-catalyzed cycloisomerization or a tandem cyclization/1,2-migration of pyridine propargylic alcohols and derivatives. This method provides an efficient synthesis of highly functionalized heterocycles from readily available substrates.

  DOI：

  10.1021/ol0701971
• 作为产物：
  描述：

  3,4-己二酮 在 acetylacetonatodicarbonylrhodium(l) 2-(二叔丁基膦)联苯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 48.0h， 生成 (E)-3-(2-tosylhydrazono)-4-ethyldec-5-yn-4-ol
  参考文献：
  名称：

  Pt-Catalyzed Cyclization/1,2-Migration for the Synthesis of Indolizines, Pyrrolones, and Indolizinones

  摘要：

  Indolizine, pyrrolone, and indolizinone heterocycles are easily accessed via the Pt(II)-catalyzed cycloisomerization or a tandem cyclization/1,2-migration of pyridine propargylic alcohols and derivatives. This method provides an efficient synthesis of highly functionalized heterocycles from readily available substrates.

  DOI：

  10.1021/ol0701971

文献信息

• Pt-Catalyzed Cyclization/1,2-Migration for the Synthesis of Indolizines, Pyrrolones, and Indolizinones
  作者：Cameron R. Smith、Eric M. Bunnelle、Allison J. Rhodes、Richmond Sarpong

  DOI：10.1021/ol0701971

  日期：2007.3.1

  Indolizine, pyrrolone, and indolizinone heterocycles are easily accessed via the Pt(II)-catalyzed cycloisomerization or a tandem cyclization/1,2-migration of pyridine propargylic alcohols and derivatives. This method provides an efficient synthesis of highly functionalized heterocycles from readily available substrates.
• Pt-catalyzed cyclization/migration of propargylic alcohols for the synthesis of 3(2H)-furanones, pyrrolones, indolizines, and indolizinones
  作者：Eric M. Bunnelle、Cameron R. Smith、Sharon K. Lee、Surendra W. Singaram、Allison J. Rhodes、Richmond Sarpong

  DOI：10.1016/j.tet.2008.02.103

  日期：2008.7

  Several heterocycles such as furanones, pyrrolones, and indolizines, which are of pharmacological importance, are easily accessed via the Pt(II)-catalyzed heterocyclization/1,2-migration of propargylic ketols or hydroxy imine derivatives. This method sidesteps the challenges of traditional heteroaromatic oxygenation strategies such as regioselectivity and functional group tolerance in the syntheses of these heterocycles. (C) 2008 Elsevier Ltd. All rights reserved.