methyl 5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrrole-2-carboxylate | 1451144-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrrole-2-carboxylate
• CAS: 1451144-92-5
• 化学式: C₁₂H₁₈BNO₄
• 分子量: 251.09
• InChiKey: HUAAZKYSDPIVGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  60.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-吡咯甲酸甲酯 、 双联(2-甲基-2,4-戊二醇)硼酸酯 在 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以94%的产率得到methyl 5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  Borylation of Arenes with Bis(hexylene glycolato)diboron

  摘要：

  A series of diolate-substituted diboron compounds were investigated as reagents for iridium-catalyzed C-H borylations of arenes. These studies showed that commercially available bis(hexylene glycolato)diboron reacts with arenes in the presence of the catalyst generated from [Ir(COD)OMe](2) and di-tert-butylbipyridine. This reagent is prepared from a less expensive diol than the more commonly used bis(pinacolato)diboron reagent.

  DOI：

  10.1055/s-0033-1338863

文献信息

• Borylation of Arenes with Bis(hexylene glycolato)diboron
  作者：John Hartwig、Carl Liskey

  DOI：10.1055/s-0033-1338863

  日期：——

  A series of diolate-substituted diboron compounds were investigated as reagents for iridium-catalyzed C-H borylations of arenes. These studies showed that commercially available bis(hexylene glycolato)diboron reacts with arenes in the presence of the catalyst generated from [Ir(COD)OMe](2) and di-tert-butylbipyridine. This reagent is prepared from a less expensive diol than the more commonly used bis(pinacolato)diboron reagent.