propyl 2-(1,3-dimethyl-2-oxoindolin-3-yl)acetate | 1606993-74-1

• 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: propyl 2-(1,3-dimethyl-2-oxoindolin-3-yl)acetate
• 英文别名: Propyl 2-(1,3-dimethyl-2-oxoindol-3-yl)acetate；propyl 2-(1,3-dimethyl-2-oxoindol-3-yl)acetate
• CAS: 1606993-74-1
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: QIHLOMIAVJKZOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  propyl carbazate 、 N-methyl-N-phenylmethacrylamide 在 4-氰基吡啶 、 叔丁基过氧化氢 、 iron(II) chloride tetrahydrate 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 4.0h， 以66%的产率得到propyl 2-(1,3-dimethyl-2-oxoindolin-3-yl)acetate
  参考文献：
  名称：

  Synthesis of oxindole-3-acetates through iron-catalyzed oxidative arylalkoxycarbonylation of activated alkenes

  摘要：

  An iron-catalyzed alkoxycarbonylation/cyclization reaction of N-arylacrylamides with carbazates has been developed. This new alkene difunctionalization reaction provides an efficient and straightforward method to obtain various ester-containing oxindoles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.062

文献信息

• Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes
  作者：Zhengtian Ding、Wangqing Kong

  DOI：10.3390/molecules27185899

  日期：——

  active natural products and pharmaceutical molecules. Nickel-catalyzed reductive aryl-acylation of alkenes using aryl anhydrides or alkanoyl chlorides as acyl sources is developed, providing 3,3-disubstituted oxindoles bearing ketone functionality at the 3-position. Moreover, nickel-catalyzed reductive aryl-esterification of alkenes using chloroformate as ester sources is further developed, affording

  含羰基的羟吲哚是许多生物活性天然产物和药物分子中普遍存在的核心结构。开发了使用芳基酸酐或烷酰氯作为酰基源的镍催化的烯烃还原芳基酰化反应，提供在 3-位带有酮官能团的 3,3-二取代的羟吲哚。此外，进一步开发了使用氯甲酸酯作为酯源的镍催化的烯烃还原芳基酯化反应，得到在3位带有酯官能团的3,3-二取代的羟吲哚。该策略具有收率好、官能团相容性高等优点。
• Synthesis of oxindole-3-acetates through iron-catalyzed oxidative arylalkoxycarbonylation of activated alkenes
  作者：Gao Wang、Shan Wang、Jian Wang、Shan-Yong Chen、Xiao-Qi Yu

  DOI：10.1016/j.tet.2014.03.062

  日期：2014.5

  An iron-catalyzed alkoxycarbonylation/cyclization reaction of N-arylacrylamides with carbazates has been developed. This new alkene difunctionalization reaction provides an efficient and straightforward method to obtain various ester-containing oxindoles. (C) 2014 Elsevier Ltd. All rights reserved.