| 1403230-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1403230-27-2
• 化学式: C₁₅H₁₆N₂O₆S
• 分子量: 352.368
• InChiKey: CUSMYGFLGLIVAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  108.51
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.67h， 以86%的产率得到
  参考文献：
  名称：

  Concise [4+3] cycloaddition reaction of pyrroles leading to tropinone derivatives

  摘要：

  A concise [4+3] cycloaddition reaction of pyrroles with 2-(silyloxy)allyl cations has been developed. The oxyallyl cations stabilized with a methylthio group or geminal methyl groups were generated from the corresponding allylic alcohols under the influence of a Bronsted acid (Tf2NH), respectively. The use of N-nosyl-protected pyrroles as the four-carbon unit was found to give tropinone derivatives in high yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.130
• 作为产物：
  描述：

  2-吡咯甲醛 在 10% Pd/C 、 氢气 、 双(三甲基硅烷基)氨基钾 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.5h， 生成
  参考文献：
  名称：

  Concise [4+3] cycloaddition reaction of pyrroles leading to tropinone derivatives

  摘要：

  A concise [4+3] cycloaddition reaction of pyrroles with 2-(silyloxy)allyl cations has been developed. The oxyallyl cations stabilized with a methylthio group or geminal methyl groups were generated from the corresponding allylic alcohols under the influence of a Bronsted acid (Tf2NH), respectively. The use of N-nosyl-protected pyrroles as the four-carbon unit was found to give tropinone derivatives in high yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.130

文献信息

• Acid-catalyzed [4+3] cycloaddition reaction of N-nosyl pyrroles
  作者：Miki Shibata、Ryuichi Fuchigami、Ryota Kotaka、Kosuke Namba、Keiji Tanino

  DOI：10.1016/j.tet.2015.02.071

  日期：2015.7

  An acid-catalyzed [4+3] cycloaddition reaction of N-nosyl pyrroles with 2-(tert-butyldimethylsilyloxy)acrolein has been developed. The reaction of 2-(silyloxy)acrolein with N-nosyl pyrrole was catalyzed by Tf2NH, and a regio- and stereoselective reaction with 2-substituted N-nosyl pyrroles leading to tropinone derivatives possessing tetra-substituted carbon centers was also achieved. High regioselectivities

  已经开发了N-烷基吡咯与2-（叔丁基二甲基甲硅烷氧基）丙烯醛的酸催化的[4 + 3]环加成反应。通过Tf 2 NH催化2-（甲硅烷氧基）丙烯醛与N-烷基吡咯的反应，并且还实现了与2-取代的N-烷基吡咯的区域和立体选择性反应，从而导致具有四取代碳中心的肌钙蛋白衍生物。通过使用Cu（OTf）2或Sc（OTf）3作为硝基甲烷中的催化剂获得高区域选择性，并且该反应以良好的产率和高区域选择性适用于各种2-取代的N - nosyl吡咯。