2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrrole | 1198605-54-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrrole
• 英文别名: 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrrole
• CAS: 1198605-54-7
• 化学式: C₁₁H₁₈BNO₂
• 分子量: 207.08
• InChiKey: WPLDVCFODPKVKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-Boc-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole 反应 16.0h， 以72%的产率得到2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrrole
  参考文献：
  名称：

  Boc Groups as Protectors and Directors for Ir-Catalyzed C−H Borylation of Heterocycles

  摘要：

  Ir-catalyzed C-H borylation is found to be compatible with Boc protecting groups. Thus, pyrroles, indoles, and azaindoles can be selectively functionalized at C-H positions beta to N. The Boc group call be removed on thermolysis or left intact during subsequent transformations.

  DOI：

  10.1021/jo901822b

文献信息

• Boc Groups as Protectors and Directors for Ir-Catalyzed C−H Borylation of Heterocycles
  作者：Venkata A. Kallepalli、Feng Shi、Sulagna Paul、Edith N. Onyeozili、Robert E. Maleczka、Milton R. Smith

  DOI：10.1021/jo901822b

  日期：2009.12.4

  Ir-catalyzed C-H borylation is found to be compatible with Boc protecting groups. Thus, pyrroles, indoles, and azaindoles can be selectively functionalized at C-H positions beta to N. The Boc group call be removed on thermolysis or left intact during subsequent transformations.