furo[3,2-c]-2-boronic acid | 1264511-67-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡啶类
• 英文名称: furo[3,2-c]-2-boronic acid
• 英文别名: Furo[3,2-c]pyridin-2-ylboronic acid
• CAS: 1264511-67-2
• 化学式: C₇H₆BNO₃
• 分子量: 162.941
• InChiKey: GJLFJOXLBGSLQX-UHFFFAOYSA-N

物化性质

• 沸点：
  381.3±45.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.49
• 重原子数：
  12
• 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：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴苯 、 furo[3,2-c]-2-boronic acid 在 [1,1'-二(二叔丁基膦)二茂铁]合二氯钯(II) 、 三乙胺 作用下， 以 水 为溶剂， 反应 22.0h， 以43%的产率得到2-phenylfuro<3,2-c>pyridine
  参考文献：
  名称：

  Tandem Sonogashira-Hagihara Coupling/Cycloisomerization Reactions of Ethynylboronic Acid MIDA Ester to Afford 2-Heterocyclic Boronic Acid MIDA Esters: A Concise Route to Benzofurans, Indoles, Furopyridines and Pyrrolopyridines

  摘要：

  A one-pot process that provides direct access to 2-heterocyclic MIDA (N-methyliminodiacetic acid) boronates has been developed. The reaction of 2-iodophenols or 2-iodoanilines with ethynylboronic acid MIDA ester readily afforded 2-substituted heterocyclic compounds. Amidine and phosphazene bases, especially TMG (1,1,3,3-tetramethylguanidine) assumed an important role in the tandem Sonogashira-Hagihara coupling/cycloisomerization reactions.

  DOI：

  10.3987/com-17-13723
• 作为产物：
  描述：

  4-羟基-3-碘吡啶 、 乙炔基硼酸甲基亚氨基二乙酸酯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三苯基膦 、 四甲基胍 、 乙醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以34%的产率得到furo[3,2-c]-2-boronic acid
  参考文献：
  名称：

  Tandem Sonogashira-Hagihara Coupling/Cycloisomerization Reactions of Ethynylboronic Acid MIDA Ester to Afford 2-Heterocyclic Boronic Acid MIDA Esters: A Concise Route to Benzofurans, Indoles, Furopyridines and Pyrrolopyridines

  摘要：

  A one-pot process that provides direct access to 2-heterocyclic MIDA (N-methyliminodiacetic acid) boronates has been developed. The reaction of 2-iodophenols or 2-iodoanilines with ethynylboronic acid MIDA ester readily afforded 2-substituted heterocyclic compounds. Amidine and phosphazene bases, especially TMG (1,1,3,3-tetramethylguanidine) assumed an important role in the tandem Sonogashira-Hagihara coupling/cycloisomerization reactions.

  DOI：

  10.3987/com-17-13723

文献信息

• Tandem Sonogashira-Hagihara Coupling/Cycloisomerization Reactions of Ethynylboronic Acid MIDA Ester to Afford 2-Heterocyclic Boronic Acid MIDA Esters: A Concise Route to Benzofurans, Indoles, Furopyridines and Pyrrolopyridines
  作者：Yohji Sakurai

  DOI：10.3987/com-17-13723

  日期：——

  A one-pot process that provides direct access to 2-heterocyclic MIDA (N-methyliminodiacetic acid) boronates has been developed. The reaction of 2-iodophenols or 2-iodoanilines with ethynylboronic acid MIDA ester readily afforded 2-substituted heterocyclic compounds. Amidine and phosphazene bases, especially TMG (1,1,3,3-tetramethylguanidine) assumed an important role in the tandem Sonogashira-Hagihara coupling/cycloisomerization reactions.