tert-butyl 4-methoxy-1-methyl-2,2'-dioxospiro[indoline-3,3'-piperidine]-1'-carboxylate | 1370018-40-8

• 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: tert-butyl 4-methoxy-1-methyl-2,2'-dioxospiro[indoline-3,3'-piperidine]-1'-carboxylate
• 英文别名: Tert-butyl 4-methoxy-1-methyl-2,2'-dioxospiro[indole-3,3'-piperidine]-1'-carboxylate；tert-butyl 4-methoxy-1-methyl-2,2'-dioxospiro[indole-3,3'-piperidine]-1'-carboxylate
• CAS: 1370018-40-8
• 化学式: C₁₉H₂₄N₂O₅
• 分子量: 360.41
• InChiKey: WNUWPAWFCRCBMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-Boc-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 tert-butyl 4-methoxy-1-methyl-2,2'-dioxospiro[indoline-3,3'-piperidine]-1'-carboxylate 、 tert-butyl 6-methoxy-1-methyl-2,2'-dioxospiro[indoline-3,3'-piperidine]-1'-carboxylate
  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.