5,5-Dimethyl-2-[3-(2-propyn-1-yloxy)-1-propyn-1-yl]-1,3,2-dioxaborinane | 892869-22-6

• 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: 5,5-Dimethyl-2-[3-(2-propyn-1-yloxy)-1-propyn-1-yl]-1,3,2-dioxaborinane
• 英文别名: 5,5-dimethyl-2-(3-prop-2-ynoxyprop-1-ynyl)-1,3,2-dioxaborinane
• CAS: 892869-22-6
• 化学式: C₁₁H₁₅BO₃
• 分子量: 206.049
• InChiKey: WSZLJEWOGJNZBM-UHFFFAOYSA-N

物化性质

• 沸点：
  256.1±46.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5-Dimethyl-2-[3-(2-propyn-1-yloxy)-1-propyn-1-yl]-1,3,2-dioxaborinane 、 乙炔 在 chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以82%的产率得到2-(1,3-Dihydro-2-benzofuran-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane
  参考文献：
  名称：

  Synthesis of arylboronates via Cp*RuCl-catalyzed cycloaddition of alkynylboronates

  摘要：

  In the presence of 5-10 mol% Cp*RuCI(cod), 1,6- and 1,7-diynes were allowed to react with an ethynylboronate at ambient temperature to give rise to bicyclic arylboronates in 64-93% isolated yields. 1,6-Diynes bearing a boronate terminal also underwent cycloaddition with monoalkynes to give the corresponding bicyclic arylboronates. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.02.068
• 作为产物：
  描述：

  丙炔醚 在 正丁基锂 、 三甲基氯硅烷 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 为溶剂， 反应 5.0h， 生成 5,5-Dimethyl-2-[3-(2-propyn-1-yloxy)-1-propyn-1-yl]-1,3,2-dioxaborinane
  参考文献：
  名称：

  Synthesis of arylboronates via Cp*RuCl-catalyzed cycloaddition of alkynylboronates

  摘要：

  In the presence of 5-10 mol% Cp*RuCI(cod), 1,6- and 1,7-diynes were allowed to react with an ethynylboronate at ambient temperature to give rise to bicyclic arylboronates in 64-93% isolated yields. 1,6-Diynes bearing a boronate terminal also underwent cycloaddition with monoalkynes to give the corresponding bicyclic arylboronates. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.02.068

文献信息

• Synthesis of arylboronates via Cp*RuCl-catalyzed cycloaddition of alkynylboronates
  作者：Yoshihiko Yamamoto、Kozo Hattori、Jun-ichi Ishii、Hisao Nishiyama

  DOI：10.1016/j.tet.2006.02.068

  日期：2006.5

  In the presence of 5-10 mol% Cp*RuCI(cod), 1,6- and 1,7-diynes were allowed to react with an ethynylboronate at ambient temperature to give rise to bicyclic arylboronates in 64-93% isolated yields. 1,6-Diynes bearing a boronate terminal also underwent cycloaddition with monoalkynes to give the corresponding bicyclic arylboronates. (c) 2006 Elsevier Ltd. All rights reserved.