5,6-difluorobenzofuran-7-carboxaldehyde | 555155-11-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 5,6-difluorobenzofuran-7-carboxaldehyde
• 英文别名: (5,6-difluorobenzofur-7-yl)carboxaldehyde；5,6-Difluoro-1-benzofuran-7-carbaldehyde
• CAS: 555155-11-8
• 化学式: C₉H₄F₂O₂
• 分子量: 182.126
• InChiKey: GCAPLSGERSXQPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氰基磷酸二乙酯 、 5,6-difluorobenzofuran-7-carboxaldehyde 在 锂丁酯 、 samarium diiodide 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到(5,6-difluorobenzofur-7-yl)acetonitrile
  参考文献：
  名称：

  An improved method for direct conversion of heteroaryl-aldehydes to heteroaryl-acetonitriles

  摘要：

  Treatment of heteroaryl-aldehydes with diethyl cyanophosphonate in the presence of a catalytic amount of LiCN affords phosphorylated cyanohydrins which are reduced in situ with SmI2 to give heteroaryl-acetonitriles in generally good overall yields (50-100%). The generality of the process is demonstrated. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(03)00427-1

文献信息

• PURINE DERIVATIVES AS KINASE INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1483265B1

  公开（公告）日：2006-11-22
• PYRROLE-2,5-DIONE DERIVATIVES AND THEIR USE AS GSK-3 INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1487822B1

  公开（公告）日：2007-08-01
• An improved method for direct conversion of heteroaryl-aldehydes to heteroaryl-acetonitriles
  作者：Thomas A. Engler、Kelly Furness、Sushant Malhotra、Clive Diefenbacher、Joshua R. Clayton

  DOI：10.1016/s0040-4039(03)00427-1

  日期：2003.3

  Treatment of heteroaryl-aldehydes with diethyl cyanophosphonate in the presence of a catalytic amount of LiCN affords phosphorylated cyanohydrins which are reduced in situ with SmI2 to give heteroaryl-acetonitriles in generally good overall yields (50-100%). The generality of the process is demonstrated. (C) 2003 Published by Elsevier Science Ltd.