Dimethyl 3-oxo-1,4-dihydro-2,3lambda4-benzoxathiine-6,7-dicarboxylate | 1229676-73-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: Dimethyl 3-oxo-1,4-dihydro-2,3lambda4-benzoxathiine-6,7-dicarboxylate
• 英文别名: dimethyl 3-oxo-1,4-dihydro-2,3λ4-benzoxathiine-6,7-dicarboxylate
• CAS: 1229676-73-6
• 化学式: C₁₂H₁₂O₆S
• 分子量: 284.29
• InChiKey: AITZLIUZKHWAGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Dimethyl 3-oxo-1,4-dihydro-2,3lambda4-benzoxathiine-6,7-dicarboxylate 在 钾硼氢 、 四丁基溴化铵 、 三溴化磷 、 lithium chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 、 苯 为溶剂， 反应 50.0h， 生成 1,4,6,8-Tetrahydrothieno[3,4-g][2,3]benzoxathiine 3,7,7-trioxide
  参考文献：
  名称：

  A Short Synthetic Route to a Hybrid Molecule Benzosultine-Sulfone via [2+2+2] Cyclotrimerization Using Mo(CO)6

  摘要：

  Here, we report an improved and short synthetic route to benzosultine-sulfone via [2+2+2] cyclotrimerization as a key step, starting with dipropargyl ether and 1,4-dibromo-2-butyne with an overall yield of 16%.

  DOI：

  10.3987/com-16-s(s)71
• 作为产物：
  描述：

  dimethyl 4,5-dimethylphthalate 在 N-溴代丁二酰亚胺(NBS) 、 四丁基溴化铵 、 过氧化苯甲酰 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 Dimethyl 3-oxo-1,4-dihydro-2,3lambda4-benzoxathiine-6,7-dicarboxylate
  参考文献：
  名称：

  A Short Synthetic Route to a Hybrid Molecule Benzosultine-Sulfone via [2+2+2] Cyclotrimerization Using Mo(CO)6

  摘要：

  Here, we report an improved and short synthetic route to benzosultine-sulfone via [2+2+2] cyclotrimerization as a key step, starting with dipropargyl ether and 1,4-dibromo-2-butyne with an overall yield of 16%.

  DOI：

  10.3987/com-16-s(s)71

文献信息

• Design and Synthesis of Benzosultine-sulfone as a <i>o</i>-Xylylene Precursor via Cross-enyne Metathesis and Rongalite: Further Expansion to Polycyclics via Regioselective Diels−Alder Reaction
  作者：Sambasivarao Kotha、Arjun S. Chavan

  DOI：10.1021/jo100655c

  日期：2010.6.18

  Benzosultine-sulfone 5 has been prepared as a o-xylylene or o-quinodimethane precursor by utilization of rongalite. Thermal activation of this hybrid molecule 5 has resulted a new sulfone-based building block 6. Building block 5 is a suitable precursor for the synthesis of unsymmetrically functionalized polycyclics through Diels-Alder (DA) chemistry. The dibromosulfone 24 and benzosultine-sulfone 5 has also been used for the synthesis of various sulfone based unnatural a-amino acid (AAA) derivatives.
• A Short Synthetic Route to a Hybrid Molecule Benzosultine-Sulfone via [2+2+2] Cyclotrimerization Using Mo(CO)6
  作者：Sambasivarao Kotha、Gaddamedi Sreevani

  DOI：10.3987/com-16-s(s)71

  日期：——

  Here, we report an improved and short synthetic route to benzosultine-sulfone via [2+2+2] cyclotrimerization as a key step, starting with dipropargyl ether and 1,4-dibromo-2-butyne with an overall yield of 16%.