2-(1,3-Dihydro-2-benzofuran-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane | 892869-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 2-(1,3-Dihydro-2-benzofuran-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane
• 英文别名: 2-(1,3-dihydro-2-benzofuran-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane
• CAS: 892869-23-7
• 化学式: C₁₃H₁₇BO₃
• 分子量: 232.087
• InChiKey: SORBJRRCSIKWSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  2-(1,3-Dihydro-2-benzofuran-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane 在 sodium hydroxide 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以86%的产率得到1,3-dihydroisobenzofuran-4-ol
  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：

  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

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.