7-iodo-6-(4-(methylsulfonyl)phenyl)thieno[2',3':4,5]benzo[1,2-d][1,3]dioxole | 1206797-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 7-iodo-6-(4-(methylsulfonyl)phenyl)thieno[2',3':4,5]benzo[1,2-d][1,3]dioxole
• CAS: 1206797-64-9
• 化学式: C₁₆H₁₁IO₄S₂
• 分子量: 458.297
• InChiKey: JYUXSXKYAPXNEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  7-iodo-6-(4-(methylsulfonyl)phenyl)thieno[2',3':4,5]benzo[1,2-d][1,3]dioxole 、 3-氟-4-甲氧基苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 以67%的产率得到7-(3-Fluoro-4-methoxyphenyl)-6-(4-methylsulfonylphenyl)thieno[2,3-f][1,3]benzodioxole
  参考文献：
  名称：

  Diverse Methyl Sulfone-Containing Benzo[b]thiophene Library via Iodocyclization and Palladium-Catalyzed Coupling

  摘要：

  Parallel solution-phase methods for the synthesis of a 72-membered benzo[b]thiophene library are reported. Medicinally interesting, drug-like, methyl sulfone-substituted benzo[b]thiophenes have been prepared by the palladium-catalyzed substitution Of 3-iodobenzo[b]thiophenes by Suzuki-Miyaura, Sonogashira, Heck, carboalkoxylation, and aminocarbonylation chemistry, The key intermediates for library generation, methyl sulfone-containing 3-iodobenzo[b]thiophenes, are readily prepared by iodocyclization and oxidation methodologies from readily available alkynes.

  DOI：

  10.1021/cc900172u
• 作为产物：
  描述：

  7-iodo-6-(4-(methylthio)phenyl)thieno[2',3':4,5]benzo[1,2-d][1,3]dioxole 在 manganese(IV) oxide 、 potassium permanganate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以86%的产率得到7-iodo-6-(4-(methylsulfonyl)phenyl)thieno[2',3':4,5]benzo[1,2-d][1,3]dioxole
  参考文献：
  名称：

  Diverse Methyl Sulfone-Containing Benzo[b]thiophene Library via Iodocyclization and Palladium-Catalyzed Coupling

  摘要：

  Parallel solution-phase methods for the synthesis of a 72-membered benzo[b]thiophene library are reported. Medicinally interesting, drug-like, methyl sulfone-substituted benzo[b]thiophenes have been prepared by the palladium-catalyzed substitution Of 3-iodobenzo[b]thiophenes by Suzuki-Miyaura, Sonogashira, Heck, carboalkoxylation, and aminocarbonylation chemistry, The key intermediates for library generation, methyl sulfone-containing 3-iodobenzo[b]thiophenes, are readily prepared by iodocyclization and oxidation methodologies from readily available alkynes.

  DOI：

  10.1021/cc900172u