4,6-Dihydro-thieno[3,4-b]furan 5,5-dioxide | 142775-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 4,6-Dihydro-thieno[3,4-b]furan 5,5-dioxide
• 英文别名: 4,6-Dihydrothieno[3,4-b]furan 5,5-dioxide
• CAS: 142775-97-1
• 化学式: C₆H₆O₃S
• 分子量: 158.178
• InChiKey: OVANOEOMAGNKEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-苯基马来酰亚胺 、 4,6-Dihydro-thieno[3,4-b]furan 5,5-dioxide 以 甲苯 为溶剂， 反应 3.0h， 以37%的产率得到(4aR,7aS)-6-Phenyl-4,4a,7a,8-tetrahydro-furo[2,3-f]isoindole-5,7-dione
  参考文献：
  名称：

  A Cyclization Approach toward Five-Membered Heteroaromatico-QuinodimethanesviaFused-3-Sulfolenes

  摘要：

  AbstractA general strategy involving the zincation of 4‐bromo‐3‐chloro‐2‐sulfolene, in situ condensation with an α‐heterosubstituted acetaldehyde, and subsequent cyclization reaction as the key steps toward the synthesis of furano‐ and thieno‐3‐sulfolenes is described. These fused‐3‐sulfolenes are demonstrated to be good precursors for the corresponding o‐quinodimethanes.

  DOI：

  10.1002/jccs.199700045
• 作为产物：
  描述：

  2,4-Dihydro-thieno[3,4-b]furan 5,5-dioxide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4,6-Dihydro-thieno[3,4-b]furan 5,5-dioxide
  参考文献：
  名称：

  A Cyclization Approach toward Five-Membered Heteroaromatico-QuinodimethanesviaFused-3-Sulfolenes

  摘要：

  AbstractA general strategy involving the zincation of 4‐bromo‐3‐chloro‐2‐sulfolene, in situ condensation with an α‐heterosubstituted acetaldehyde, and subsequent cyclization reaction as the key steps toward the synthesis of furano‐ and thieno‐3‐sulfolenes is described. These fused‐3‐sulfolenes are demonstrated to be good precursors for the corresponding o‐quinodimethanes.

  DOI：

  10.1002/jccs.199700045

文献信息

• Synthesis of Furan-fused 3-Sulfolene. A Stable Precursor to Furan Analogue of o-Quinodimethane
  作者：Ta-shue Chou、Chung-Ying Tsai

  DOI：10.3987/com-92-5973

  日期：——

  Ultrasound-promoted zincation of 2-chloro-4-bromo-2-sulfolene (10) with benzoyloxyacetaldehyde (6), followed by base-induced hydrolysis, intramolecular conjugate addition and aromatization, gives the 3-sulfolene (4) which is a stable precursor to the furan analogue of o-quinodimethane.
• A Cyclization Approach toward Five-Membered Heteroaromatic<i>o</i>-Quinodimethanes<i>via</i>Fused-3-Sulfolenes
  作者：Ta-Shue Chou、Chung-Ying Tsai、Shwu-Jiuan Lee

  DOI：10.1002/jccs.199700045

  日期：1997.6

  AbstractA general strategy involving the zincation of 4‐bromo‐3‐chloro‐2‐sulfolene, in situ condensation with an α‐heterosubstituted acetaldehyde, and subsequent cyclization reaction as the key steps toward the synthesis of furano‐ and thieno‐3‐sulfolenes is described. These fused‐3‐sulfolenes are demonstrated to be good precursors for the corresponding o‐quinodimethanes.