| 1598432-32-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1598432-32-6
• 化学式: C₁₆H₂₃NO
• 分子量: 245.365
• InChiKey: GEWGHYMESKVWBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  在 sodium periodate 、 四氧化锇 作用下， 以 甲苯 为溶剂， 生成 C₁₅H₂₁NO₂
  参考文献：
  名称：

  Synthesis of strigolactones analogues by intramolecular [2+2] cycloaddition of ketene-iminium salts to olefins and their activity on Orobanche cumana seeds

  摘要：

  Strigolactones have been the latest identified phytohormones. Among the strigolactones analogues described recently, GR-24 remains the most studied derivative which is used as standard in this field. In order to improve several properties of GR-24 for potential agronomical applications, we investigated the effect of substituents on the B and C-rings on the activity for seed germination induction. We report here the synthesis of 9 GR-24 analogues via a [2+2] intramolecular cycloaddition of ketene-iminium salts and a summary of their activity for the germination of Orobanche cumana (broomrape) seeds. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.044
• 作为产物：
  描述：

  (N,N)-diisopropyl 2-iodophenylacetamide 、 三丁基乙烯基锡 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of strigolactones analogues by intramolecular [2+2] cycloaddition of ketene-iminium salts to olefins and their activity on Orobanche cumana seeds

  摘要：

  Strigolactones have been the latest identified phytohormones. Among the strigolactones analogues described recently, GR-24 remains the most studied derivative which is used as standard in this field. In order to improve several properties of GR-24 for potential agronomical applications, we investigated the effect of substituents on the B and C-rings on the activity for seed germination induction. We report here the synthesis of 9 GR-24 analogues via a [2+2] intramolecular cycloaddition of ketene-iminium salts and a summary of their activity for the germination of Orobanche cumana (broomrape) seeds. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.044

文献信息

• 6π/10π-Electrocyclization of ketene-iminium salts for the synthesis of substituted naphthylamines
  作者：Emmanuelle Villedieu-Percheron、Saron Catak、Didier Zurwerra、Roman Staiger、Mathilde Lachia、Alain De Mesmaeker

  DOI：10.1016/j.tetlet.2014.02.135

  日期：2014.4

  from ketene-iminium salts was developed for the preparation of naphthylamines. Various substituents on the nitrogen, on the aromatic ring, and on the olefin were studied. Tricyclic skeletons were obtained in few steps and good overall yields. The electrocyclization of ketene-iminium salts has been computationally explored by means of DFT calculations and their activation barriers were compared to the

  从乙烯酮-亚胺盐的分子内6π/10π电环化被开发用于萘胺的制备。研究了氮，芳环和烯烃上的各种取代基。三环骨架仅需几个步骤即可获得，并具有良好的整体收率。烯酮-亚胺盐的电环化已经通过DFT计算进行了探索，并且将它们的活化势垒与母体三烯以及相应的二烯基烯丙基和二烯基烯酮进行了比较。乙烯酮-亚胺盐的电环化显示出很高的能量，并且对活化的阻隔性小得多。