3-methylselanylfuran-2-carbaldehyde | 1350431-59-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methylselanylfuran-2-carbaldehyde
• 英文别名: 3-Methylselanylfuran-2-carbaldehyde
• CAS: 1350431-59-2
• 化学式: C₆H₆O₂Se
• 分子量: 189.072
• InChiKey: SFPXIEIYAGOSDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.47
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-硼-2-甲酸基呋喃 、 二甲基二硒醚 在 DL-dithiothreitol 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.75h， 以78%的产率得到3-methylselanylfuran-2-carbaldehyde
  参考文献：
  名称：

  Mild generation of selenolate nucleophiles by thiol reduction of diselenides: convenient syntheses of selenyl-substituted aryl aldehydes

  摘要：

  Various selenyl-substituted aryl aldehydes were obtained using dithiothreitol (DTT) as a reducing agent for diselenides in the presence of a base. For electron-deficient haloaryl aldehydes, a weak base, such as K2CO3, performed well. However, for electron-rich haloaryl aldehydes, a stronger base, such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), was required for successful substitution. The selenyl-substitution of heteroaryl substrates were also investigated to obtain satisfactory yields of the desired products. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.075

文献信息

• Mild generation of selenolate nucleophiles by thiol reduction of diselenides: convenient syntheses of selenyl-substituted aryl aldehydes
  作者：Rashmi Dubey、Hangeun Lee、Do-Hyun Nam、Dongyeol Lim

  DOI：10.1016/j.tetlet.2011.10.075

  日期：2011.12

  Various selenyl-substituted aryl aldehydes were obtained using dithiothreitol (DTT) as a reducing agent for diselenides in the presence of a base. For electron-deficient haloaryl aldehydes, a weak base, such as K2CO3, performed well. However, for electron-rich haloaryl aldehydes, a stronger base, such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), was required for successful substitution. The selenyl-substitution of heteroaryl substrates were also investigated to obtain satisfactory yields of the desired products. (C) 2011 Elsevier Ltd. All rights reserved.