1,1'-dimethylspiro[indoline-3,3'-piperidine]-2,2'-dione | 1370018-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,1'-dimethylspiro[indoline-3,3'-piperidine]-2,2'-dione
• 英文别名: 1,1'-Dimethylspiro[indole-3,3'-piperidine]-2,2'-dione；1,1'-dimethylspiro[indole-3,3'-piperidine]-2,2'-dione
• CAS: 1370018-34-0
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: WPLNMBLRDPEZMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲基-2-哌啶酮 在 5%-palladium/activated carbon 、 2-氯-1-甲基吡啶碘化物 、 氢气 、 copper(II) acetate monohydrate 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 均三甲苯 为溶剂， 反应 19.67h， 生成 1,1'-dimethylspiro[indoline-3,3'-piperidine]-2,2'-dione
  参考文献：
  名称：

  Copper-catalysed approach to spirocyclic oxindoles via a direct C–H, Ar-H functionalisation

  摘要：

  A practical and efficient entry to spirocyclic oxindoles from readily accessible anilide precursors, using only catalytic amounts of an inexpensive copper salt together with air as the sole re-oxidant, is described. In addition to providing access to a broad range of spiro-oxindole products, the utility of this method is demonstrated in a formal synthesis of the natural product, horsfiline. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.120

文献信息

• Copper-catalysed approach to spirocyclic oxindoles via a direct C–H, Ar-H functionalisation
  作者：Catherine L. Moody、Vilius Franckevičius、Pauline Drouhin、Johannes E.M.N. Klein、Richard J.K. Taylor

  DOI：10.1016/j.tetlet.2012.01.120

  日期：2012.4

  A practical and efficient entry to spirocyclic oxindoles from readily accessible anilide precursors, using only catalytic amounts of an inexpensive copper salt together with air as the sole re-oxidant, is described. In addition to providing access to a broad range of spiro-oxindole products, the utility of this method is demonstrated in a formal synthesis of the natural product, horsfiline. (C) 2012 Elsevier Ltd. All rights reserved.