O2NC6H3ClCCSnBu3 | 1017280-52-2

• 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: O2NC6H3ClCCSnBu3
• CAS: 1017280-52-2
• 化学式: C₂₀H₃₀ClNO₂Sn
• 分子量: 470.627
• InChiKey: LYPWPNKJORIQPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.99
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  TMSOC6H5MeOMe 、 O2NC6H3ClCCSnBu3 在 potassium carbonate 作用下， 以 neat (no solvent) 为溶剂， 以48%的产率得到O₂N(Cl)C₆H₃C₆HMe(OMe)(OH)SnBu₃
  参考文献：
  名称：

  Synthesis of Programmable Tetra-ortho-Substituted Biaryl Compounds Using Diels−Alder Cycloadditions/Cycloreversions of Disubstituted Alkynyl Stannanes

  摘要：

  Orthogonally functionalized, programmable biaryl templates have been synthesized utilizing aryl acetylenic stannanes and oxygenated dienes in a cycloaddition/cycloreversion strategy. Sequential functionalization of each of the four ortho positions has been demonstrated. Subsequent resolution of a representative anilino phenol has been accomplished. Additionally, a highly active anhydrous, boroxine-based Suzuki coupling protocol has been developed for conversion of unreactive aryl chlorides.

  DOI：

  10.1021/ja7113486
• 作为产物：
  描述：

  2-chloro-6-nitrophenyl acetylene 、 三正丁基甲氧基锡 以 neat (no solvent) 为溶剂， 生成 O2NC6H3ClCCSnBu3
  参考文献：
  名称：

  Synthesis of Programmable Tetra-ortho-Substituted Biaryl Compounds Using Diels−Alder Cycloadditions/Cycloreversions of Disubstituted Alkynyl Stannanes

  摘要：

  Orthogonally functionalized, programmable biaryl templates have been synthesized utilizing aryl acetylenic stannanes and oxygenated dienes in a cycloaddition/cycloreversion strategy. Sequential functionalization of each of the four ortho positions has been demonstrated. Subsequent resolution of a representative anilino phenol has been accomplished. Additionally, a highly active anhydrous, boroxine-based Suzuki coupling protocol has been developed for conversion of unreactive aryl chlorides.

  DOI：

  10.1021/ja7113486

文献信息

• WO2008/156656
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of Programmable Tetra-<i>ortho</i>-Substituted Biaryl Compounds Using Diels−Alder Cycloadditions/Cycloreversions of Disubstituted Alkynyl Stannanes
  作者：Johanna R. Perkins、Rich G. Carter

  DOI：10.1021/ja7113486

  日期：2008.3.1

  Orthogonally functionalized, programmable biaryl templates have been synthesized utilizing aryl acetylenic stannanes and oxygenated dienes in a cycloaddition/cycloreversion strategy. Sequential functionalization of each of the four ortho positions has been demonstrated. Subsequent resolution of a representative anilino phenol has been accomplished. Additionally, a highly active anhydrous, boroxine-based Suzuki coupling protocol has been developed for conversion of unreactive aryl chlorides.