B-2-(2-methylallyl)-1,3,2-dioxaborinane | 1433220-26-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: B-2-(2-methylallyl)-1,3,2-dioxaborinane
• 英文别名: 2-(2-Methylprop-2-enyl)-1,3,2-dioxaborinane；2-(2-methylprop-2-enyl)-1,3,2-dioxaborinane
• CAS: 1433220-26-8
• 化学式: C₇H₁₃BO₂
• 分子量: 139.99
• InChiKey: KPSJLQQLZFECRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.49
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-乙酰基噻吩 、 B-2-(2-methylallyl)-1,3,2-dioxaborinane 在 2-甲基-2-丁醇 作用下， 以 neat (no solvent) 为溶剂， 以92%的产率得到4-methyl-2-(thiophene-2-yl)pent-4-en-2-ol
  参考文献：
  名称：

  Solvent-Free Methallylboration of Ketones Accelerated by tert-Alcohols

  摘要：

  A solvent- and metal-free process has been developed for the direct methallylboration of ketones employing the stable B-methallylborinane 1, which was accelerated by tertiary alcohols. In the presence of 2.0 equiv of readily available tertiary alcohols such as tert-amyl alcohol, the methallylation products were prepared at room temperature in excellent yields. The salient features of the described process include simple operation, high efficiency, and mild reaction conditions.

  DOI：

  10.1021/jo4006574
• 作为产物：
  描述：

  硼酸三甲酯 、 3-氯-2-甲基丙烯 、 1,3-丙二醇 在 二异丁基氢化铝 、 magnesium 、 甲基叔丁基醚 、 乙酰氯 作用下， 以 四氢呋喃 、 正庚烷 为溶剂， 反应 3.0h， 以75%的产率得到B-2-(2-methylallyl)-1,3,2-dioxaborinane
  参考文献：
  名称：

  Solvent-Free Methallylboration of Ketones Accelerated by tert-Alcohols

  摘要：

  A solvent- and metal-free process has been developed for the direct methallylboration of ketones employing the stable B-methallylborinane 1, which was accelerated by tertiary alcohols. In the presence of 2.0 equiv of readily available tertiary alcohols such as tert-amyl alcohol, the methallylation products were prepared at room temperature in excellent yields. The salient features of the described process include simple operation, high efficiency, and mild reaction conditions.

  DOI：

  10.1021/jo4006574

文献信息

• Palladium‐Catalyzed Decarboxylative Alkynylation of α‐Acyloxyketones by C(sp ³ )−O Bond Cleavage
  作者：Ryohei Doi、Akimasa Yabuta、Yoshihiro Sato

  DOI：10.1002/chem.201900582

  日期：2019.4.23

  Palladium‐catalyzed decarboxylative alkynylation of α‐acyloxyketones triggered by C(sp3)−O bond cleavage is disclosed. The decarboxylation strategy featuring a neutral reaction condition enabled an unprecedent catalytic alkynylation of a ketone enolate. The reaction was applied to a variety of substrates, giving desired products in good yields. We successfully obtained X‐ray crystallography of a new

  公开了由C（sp 3）-O键断裂引发的钯催化的α-酰氧基酮的脱羧烷基化反应。具有中性反应条件的脱羧策略可以使酮烯醇酸酯发生前所未有的催化炔基化反应。该反应被应用于多种底物，以高收率得到期望的产物。我们成功地通过[Pd（cod）（CH 2 TMS）2 ]与XPhos和α-酰氧基酮在室温下的反应合成了一种新的钯-烯酸酯中间体的X射线晶体学，表明C（sp 3）很容易−O键断开。
• Solvent-Free Methallylboration of Ketones Accelerated by <i>tert</i>-Alcohols
  作者：Yongda Zhang、Ning Li、Navneet Goyal、Guisheng Li、Heewon Lee、Bruce Z. Lu、Chris H. Senanayake

  DOI：10.1021/jo4006574

  日期：2013.6.7

  A solvent- and metal-free process has been developed for the direct methallylboration of ketones employing the stable B-methallylborinane 1, which was accelerated by tertiary alcohols. In the presence of 2.0 equiv of readily available tertiary alcohols such as tert-amyl alcohol, the methallylation products were prepared at room temperature in excellent yields. The salient features of the described process include simple operation, high efficiency, and mild reaction conditions.