2-(2'-azido-5'-bromophenyl)-1,3-dithiane | 1007350-82-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2'-azido-5'-bromophenyl)-1,3-dithiane
• 英文别名: 2-(2-Azido-5-bromophenyl)-1,3-dithiane
• CAS: 1007350-82-4
• 化学式: C₁₀H₁₀BrN₃S₂
• 分子量: 316.245
• InChiKey: WGOCPUGGYVLADD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2'-azido-5'-bromophenyl)-1,3-dithiane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 2-(2'-amino-5'-bromophenyl)-1,3-dithiane
  参考文献：
  名称：

  High throughput synthesis of diverse 2,5-disubstituted indoles using titanium carbenoids bearing boronate functionality

  摘要：

  A titanium benzylidene complex bearing a boronate group converted resin-bound esters into enol ethers. Suzuki cross-coupling with aryl iodides followed by cleavage with acid completed the solid-phase synthesis of 2,5-disubstituted N-Boc-indoles. Also reported is the use of tert-butyl lithium and 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane to convert an aryl bromide into an arylboronate in the presence of a dithiane, with simultaneous reduction of an aryl azide to an amine. @ 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.119
• 作为产物：
  描述：

  1,3-丙二硫醇 、 2-azido-5-bromobenzaldehyde 在 三氟化硼乙醚 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 2-(2'-azido-5'-bromophenyl)-1,3-dithiane
  参考文献：
  名称：

  High throughput synthesis of diverse 2,5-disubstituted indoles using titanium carbenoids bearing boronate functionality

  摘要：

  A titanium benzylidene complex bearing a boronate group converted resin-bound esters into enol ethers. Suzuki cross-coupling with aryl iodides followed by cleavage with acid completed the solid-phase synthesis of 2,5-disubstituted N-Boc-indoles. Also reported is the use of tert-butyl lithium and 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane to convert an aryl bromide into an arylboronate in the presence of a dithiane, with simultaneous reduction of an aryl azide to an amine. @ 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.119

文献信息

• High throughput synthesis of diverse 2,5-disubstituted indoles using titanium carbenoids bearing boronate functionality
  作者：Calver A. Main、Hanna M. Petersson、Shahzad S. Rahman、Richard C. Hartley

  DOI：10.1016/j.tet.2007.08.119

  日期：2008.1

  A titanium benzylidene complex bearing a boronate group converted resin-bound esters into enol ethers. Suzuki cross-coupling with aryl iodides followed by cleavage with acid completed the solid-phase synthesis of 2,5-disubstituted N-Boc-indoles. Also reported is the use of tert-butyl lithium and 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane to convert an aryl bromide into an arylboronate in the presence of a dithiane, with simultaneous reduction of an aryl azide to an amine. @ 2007 Elsevier Ltd. All rights reserved.

表征谱图