2-(1,3-Dioxolan-2-ylmethyl)prop-2-enoic acid | 1258864-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 2-(1,3-Dioxolan-2-ylmethyl)prop-2-enoic acid
• CAS: 1258864-66-2
• 化学式: C₇H₁₀O₄
• 分子量: 158.154
• InChiKey: HVTVAOGZIXRYHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1,3-Dioxolan-2-ylmethyl)prop-2-enoic acid 、 2-碘-4-氯苯胺 在 三正丁胺 、 2-氯-1-甲基吡啶碘化物 、 lithium hydroxide 作用下， 以 甲苯 、 四氢呋喃 、 水 为溶剂， 反应 22.0h， 以64%的产率得到2-((1,3-dioxolan-2-yl)methyl)-N-(4-chloro-2-iodophenyl)acrylamide
  参考文献：
  名称：

  Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles

  摘要：

  3'-Alkyl-3-cyanomethyloxindoles, prepared by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.056
• 作为产物：
  描述：

  Ethyl 2-(1,3-dioxolan-2-ylmethyl)prop-2-enoate 在 水 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-(1,3-Dioxolan-2-ylmethyl)prop-2-enoic acid
  参考文献：
  名称：

  Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles

  摘要：

  3'-Alkyl-3-cyanomethyloxindoles, prepared by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.056

文献信息

• POLYMERIC NITRONES HAVING AN ACRYLIC BACKBONE CHAIN
  申请人：AlliedSignal Inc.

  公开号：EP0574519B1

  公开（公告）日：1996-04-10
• US5273863A
  申请人：——

  公开号：US5273863A

  公开（公告）日：1993-12-28
• [EN] POLYMERIC NITRONES HAVING AN ACRYLIC BACKBONE CHAIN
  申请人：——

  公开号：WO1992015625A1

  公开（公告）日：1992-09-17

  [FR] Des homopolymères et des copolymères à chaîne de squelette acrylique ayant des chaînes latérales libres contenant un groupe fonctionnel nitrone subissent un changement d'indice de réfraction lors d'une exposition à un rayonnement actinique. Des guides d'ondes sont tracés dans des couches minces contenant lesdits polymères par exposition de zones prédéterminées à un rayonnement actinique suffisant pour changer l'indice de réfraction.
  [EN] Homopolymers and copolymers with an acrylic backbone chain having pendant side-chains containing a nitrone functional group undergo change in refractive index upon exposure to actinic radiation. Waveguides are 'written' in films containing such polymers by exposing predetermined areas to sufficient actinic radiation to change the refractive index.
• Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles
  作者：Stéphanie Jaegli、Jean-Pierre Vors、Luc Neuville、Jieping Zhu

  DOI：10.1016/j.tet.2010.09.056

  日期：2010.11

  3'-Alkyl-3-cyanomethyloxindoles, prepared by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.