3-(2-Bromophenyl)-4,5-bis(4-methoxyphenyl)-2-methylidene-5-oxopentanenitrile | 1246014-25-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 3-(2-Bromophenyl)-4,5-bis(4-methoxyphenyl)-2-methylidene-5-oxopentanenitrile
• 英文别名: 3-(2-bromophenyl)-4,5-bis(4-methoxyphenyl)-2-methylidene-5-oxopentanenitrile
• CAS: 1246014-25-4
• 化学式: C₂₆H₂₂BrNO₃
• 分子量: 476.37
• InChiKey: AFYHXMMBWACUCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-Bromophenyl)-4,5-bis(4-methoxyphenyl)-2-methylidene-5-oxopentanenitrile 在 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 22.0h， 以31%的产率得到
  参考文献：
  名称：

  Synthesis of dihydroindenofuran scaffold via a Pd-catalyzed 5-endo-trig cyclization/enolate O-alkylation cascade

  摘要：

  An efficient synthesis of dihydroindenofurans was carried out starting from the Baylis-Hillman adducts via a Pd-catalyzed 5-endo-trig-carbopalladation and enolate O-alkylation cascade as a key step. This is the first example of enolate O-alkylation with a C(sp(3))-bound palladium intermediate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.127
• 作为产物：
  描述：

  脱氧茴香偶姻 、 2-(bromomethyl)-3-(2-bromophenyl)acrylonitrile 在 三乙烯二胺 、 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 24.5h， 以83%的产率得到3-(2-Bromophenyl)-4,5-bis(4-methoxyphenyl)-2-methylidene-5-oxopentanenitrile
  参考文献：
  名称：

  Synthesis of dihydroindenofuran scaffold via a Pd-catalyzed 5-endo-trig cyclization/enolate O-alkylation cascade

  摘要：

  An efficient synthesis of dihydroindenofurans was carried out starting from the Baylis-Hillman adducts via a Pd-catalyzed 5-endo-trig-carbopalladation and enolate O-alkylation cascade as a key step. This is the first example of enolate O-alkylation with a C(sp(3))-bound palladium intermediate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.127

文献信息

• Synthesis of dihydroindenofuran scaffold via a Pd-catalyzed 5-endo-trig cyclization/enolate O-alkylation cascade
  作者：Eun Sun Kim、Ko Hoon Kim、Sunhong Park、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2010.06.127

  日期：2010.9

  An efficient synthesis of dihydroindenofurans was carried out starting from the Baylis-Hillman adducts via a Pd-catalyzed 5-endo-trig-carbopalladation and enolate O-alkylation cascade as a key step. This is the first example of enolate O-alkylation with a C(sp(3))-bound palladium intermediate. (C) 2010 Elsevier Ltd. All rights reserved.