2',2',7-trimethyl-2,3,3a,4,5,6-hexahydrospiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxide | 564483-17-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2',2',7-trimethyl-2,3,3a,4,5,6-hexahydrospiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxide
• 英文别名: 2',2',7-Trimethyl-2,3,3a,4,5,6-hexahydrospiro-[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxide；2,2,7'-trimethyl-1',1'-dioxospiro[1,3-dioxane-5,4'-3,3a,5,6-tetrahydro-2H-1-benzothiophene]-4,6-dione
• CAS: 564483-17-6
• 化学式: C₁₄H₁₈O₆S
• 分子量: 314.359
• InChiKey: BFHBMXHCZYPCFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  95.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2',2',7-trimethyl-2,3,3a,4,5,6-hexahydrospiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxide 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以86%的产率得到7-methyl-2,3,3a,4,5,6-hexahydro-1-benzothiophene-4-carbohydrazide 1,1-dioxide
  参考文献：
  名称：

  与环状砜的狄尔斯-阿尔德反应：VII。1-苯并噻吩1,1-二氧化物衍生物的合成

  摘要：

  5-Arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-diones reacted with 5-isopropenyl-2,3-dihydrothiophene 1,1-dioxide to give the corresponding ortho-addition products, 5-aryl-2',2',7-trimethyl-3,3a,5,6-tetrahydro-2H-spiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxides. Their aminolysis resulted in opening of the 1,3-dioxane ring and formation of 4-carbamoyl-7-methyl-2,3,3a,4,5,6-hexahydro-l-benzothiophene-4-carboxylic acid 1,1-dioxide whose structure was determined by X-ray analysis. Reactions of the spiro adducts with amines and hydrazine hydrate afforded the corresponding mono- or dicarboxylic acid monoamides (hydrazide).

  DOI：

  10.1023/b:rujo.0000044549.81561.4f
• 作为产物：
  描述：

  diisopropylidenemethylenedimalonate 、 2-isopropenyl-2-thiolene-1,1-dioxide 在 聚合甲醛 、 L-脯氨酸 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以93%的产率得到2',2',7-trimethyl-2,3,3a,4,5,6-hexahydrospiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxide
  参考文献：
  名称：

  与环状砜的狄尔斯-阿尔德反应：VII。1-苯并噻吩1,1-二氧化物衍生物的合成

  摘要：

  5-Arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-diones reacted with 5-isopropenyl-2,3-dihydrothiophene 1,1-dioxide to give the corresponding ortho-addition products, 5-aryl-2',2',7-trimethyl-3,3a,5,6-tetrahydro-2H-spiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxides. Their aminolysis resulted in opening of the 1,3-dioxane ring and formation of 4-carbamoyl-7-methyl-2,3,3a,4,5,6-hexahydro-l-benzothiophene-4-carboxylic acid 1,1-dioxide whose structure was determined by X-ray analysis. Reactions of the spiro adducts with amines and hydrazine hydrate afforded the corresponding mono- or dicarboxylic acid monoamides (hydrazide).

  DOI：

  10.1023/b:rujo.0000044549.81561.4f

文献信息

• Diels–Alder Reactions with Cyclic Sulfones: VII. Synthesis of 1-Benzothiophene 1,1-Dioxide Derivatives
  作者：G. N. Andreev、E. E. Shul’ts、A. A. Volkov、M. M. Shakirov、I. Yu. Bagryanskaya、Yu. V. Gatilov、G. A. Tolstikov

  DOI：10.1023/b:rujo.0000044549.81561.4f

  日期：2004.6

  5-Arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-diones reacted with 5-isopropenyl-2,3-dihydrothiophene 1,1-dioxide to give the corresponding ortho-addition products, 5-aryl-2',2',7-trimethyl-3,3a,5,6-tetrahydro-2H-spiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxides. Their aminolysis resulted in opening of the 1,3-dioxane ring and formation of 4-carbamoyl-7-methyl-2,3,3a,4,5,6-hexahydro-l-benzothiophene-4-carboxylic acid 1,1-dioxide whose structure was determined by X-ray analysis. Reactions of the spiro adducts with amines and hydrazine hydrate afforded the corresponding mono- or dicarboxylic acid monoamides (hydrazide).