3,5-dibromo-2-(3,4-dimethoxyphenyl)benzo[b]furan | 489422-89-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 3,5-dibromo-2-(3,4-dimethoxyphenyl)benzo[b]furan
• 英文别名: 3,5-Dibromo-2-(3,4-dimethoxyphenyl)-1-benzofuran
• CAS: 489422-89-1
• 化学式: C₁₆H₁₂Br₂O₃
• 分子量: 412.077
• InChiKey: DUBCBFQJMDUZBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  134 °C
• 沸点：
  451.8±45.0 °C(Predicted)
• 密度：
  1.635±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-dibromo-2-(3,4-dimethoxyphenyl)benzo[b]furan 在 1,2-双(二苯基膦)乙烷氯化镍 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.17h， 生成 (E)-2-(3,4-dimethoxyphenyl)-3-methyl-5-(prop-1-enyl)benzo[b]furan
  参考文献：
  名称：

  Synthesis of eupomatenoids by three consecutive transition metal-catalyzed cross-coupling reactions

  摘要：

  Six different eupomatenoids (1a-c, 1f-h) were prepared from 2,3,5-tribroinobenzofuran (2) in a concise and high-yielding synthetic sequence. The overall yields vary between 29 and 60% over four to six steps. Key to the success of the syntheses is the high regioselectivity achieved in three Pd(0)- and Ni(0)-catalyzed cross-coupling reactions which were conducted consecutively. The order of substitution at the benzofuran nucleus is C-2, C-5 and C-3. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02287-6
• 作为产物：
  描述：

  2,3,5-tribromo-2,3-dihydrobenzofuran 在 氢氧化钾 、 溴 、 叔丁基锂 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 正戊烷 为溶剂， 反应 28.17h， 生成 3,5-dibromo-2-(3,4-dimethoxyphenyl)benzo[b]furan
  参考文献：
  名称：

  Bach, Thorsten; Bartels, Marc, Synthesis, 2003, # 6, p. 925 - 939

  摘要：

  DOI：

文献信息

• Synthesis of eupomatenoids by three consecutive transition metal-catalyzed cross-coupling reactions
  作者：Thorsten Bach、Marc Bartels

  DOI：10.1016/s0040-4039(02)02287-6

  日期：2002.12

  Six different eupomatenoids (1a-c, 1f-h) were prepared from 2,3,5-tribroinobenzofuran (2) in a concise and high-yielding synthetic sequence. The overall yields vary between 29 and 60% over four to six steps. Key to the success of the syntheses is the high regioselectivity achieved in three Pd(0)- and Ni(0)-catalyzed cross-coupling reactions which were conducted consecutively. The order of substitution at the benzofuran nucleus is C-2, C-5 and C-3. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Bach, Thorsten; Bartels, Marc, Synthesis, 2003, # 6, p. 925 - 939
  作者：Bach, Thorsten、Bartels, Marc

  DOI：——

  日期：——