tert-butyl 3,3-bis(4-(dimethylamino)phenyl)acrylate | 1428541-70-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl 3,3-bis(4-(dimethylamino)phenyl)acrylate
• 英文别名: Tert-butyl 3,3-bis[4-(dimethylamino)phenyl]prop-2-enoate；tert-butyl 3,3-bis[4-(dimethylamino)phenyl]prop-2-enoate
• CAS: 1428541-70-1
• 化学式: C₂₃H₃₀N₂O₂
• 分子量: 366.503
• InChiKey: DCVYEFKKGIDCLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 3,3-bis(4-(dimethylamino)phenyl)acrylate 在 palladium on carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以80%的产率得到tert-butyl 3,3-bis(4-(dimethylamino)phenyl)propanoate
  参考文献：
  名称：

  Pd–arylurea complexes for the Heck arylation of crotonic and cinnamic substrates

  摘要：

  A catalyst consisting of the 1:2 complex of Pd(OAc)(2) (1 mol %) with N-(4-carbethoxy)-phenylurea promotes the Heck arylation of a range of crotonic and cinnamic substrates, including aldehydes, ketones, esters, and nitriles, with electron-rich-but not electron-deficient-aryl iodides. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.077
• 作为产物：
  描述：

  (E)-tert-butyl 3-(4-(N,N-dimethylamino)phenyl)acrylate 、 4-碘-N,N-二甲基苯胺 在 N-(4-carbethoxyphenyl)urea 、 palladium diacetate 、 potassium carbonate 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 16.0h， 以50%的产率得到tert-butyl 3,3-bis(4-(dimethylamino)phenyl)acrylate
  参考文献：
  名称：

  Pd–arylurea complexes for the Heck arylation of crotonic and cinnamic substrates

  摘要：

  A catalyst consisting of the 1:2 complex of Pd(OAc)(2) (1 mol %) with N-(4-carbethoxy)-phenylurea promotes the Heck arylation of a range of crotonic and cinnamic substrates, including aldehydes, ketones, esters, and nitriles, with electron-rich-but not electron-deficient-aryl iodides. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.077

文献信息

• Selective reactivity of electron-rich aryl iodides in the Heck arylation of disubstituted alkenes catalyzed by palladium–arylurea complexes
  作者：Matthew R. Smith、Young Jin Jang、Jung Yun Kim、Marco A. Ciufolini

  DOI：10.1016/j.tet.2013.09.019

  日期：2013.11

  A catalyst consisting of 1 mol % of the 1:2 complex of Pd(OAc)(2) with N-(4-carbethoxyphenyl)urea promotes the Heck arylation of 2- or 3-substituted, conjugated esters, nitriles, aldehydes, and ketones (an uncharacteristically broad range of substrates), but only with electron-rich aryl iodides (an uncharacteristically narrow range of halides). (C) 2013 Elsevier Ltd. All rights reserved.
• Pd–arylurea complexes for the Heck arylation of crotonic and cinnamic substrates
  作者：Matthew R. Smith、Jung Yun Kim、Marco A. Ciufolini

  DOI：10.1016/j.tetlet.2013.01.077

  日期：2013.4

  A catalyst consisting of the 1:2 complex of Pd(OAc)(2) (1 mol %) with N-(4-carbethoxy)-phenylurea promotes the Heck arylation of a range of crotonic and cinnamic substrates, including aldehydes, ketones, esters, and nitriles, with electron-rich-but not electron-deficient-aryl iodides. (c) 2013 Elsevier Ltd. All rights reserved.