2-thia-8-oxa-dibenzo[e,h]azulene-1-carbaldehyde | 1198602-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 2-thia-8-oxa-dibenzo[e,h]azulene-1-carbaldehyde
• CAS: 1198602-41-3
• 化学式: C₁₇H₁₀O₂S
• 分子量: 278.331
• InChiKey: OYUBZLKKEMIZGL-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2-thia-8-oxa-dibenzo[e,h]azulene-1-carbaldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 (2-thia-8-oxa-dibenzo[e,h]azulen-1-yl)methanol
  参考文献：
  名称：

  2,8-Dithia-dibenzo[e,h]azulenes and Their 8-Oxa Analogs. Synthesis and Anti-inflammatory Activity

  摘要：

  Synthesis of 2,8-dithia-dibenzo[e,h]azulenes (111, X = S) and their 8-oxa analogs (111, X = 0),1 two novel classes of fused heterocyclic compounds, is described. Starting 11H-dibenzo[b,f]thiepin-10-one, 11H-dibenzo[b,f]oxepin-10-one and its 2-chloro derivative (1a-c) were oxidized to 1,2-diketones (2a-c) which subsequently reacted with 2,2'-dimethyl thiodiglycolate to form fused thiophene ring by Hinsberg cyclization reaction. Substituents at positions C(l) and C(3) were then further transformed in order to obtain aminoalkoxy derivatives 8-11. Structures of regioisomers 6c and 6d were elucidated using two-dimensional NMR techniques. All compounds with tetracyclic skeleton were tested in vitro for their anti-inflammatory activity.

  DOI：

  10.3987/com-09-11755
• 作为产物：
  描述：

  2-thia-8-oxa-dibenzo[e,h]azulene 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 以81%的产率得到2-thia-8-oxa-dibenzo[e,h]azulene-1-carbaldehyde
  参考文献：
  名称：

  2,8-Dithia-dibenzo[e,h]azulenes and Their 8-Oxa Analogs. Synthesis and Anti-inflammatory Activity

  摘要：

  Synthesis of 2,8-dithia-dibenzo[e,h]azulenes (111, X = S) and their 8-oxa analogs (111, X = 0),1 two novel classes of fused heterocyclic compounds, is described. Starting 11H-dibenzo[b,f]thiepin-10-one, 11H-dibenzo[b,f]oxepin-10-one and its 2-chloro derivative (1a-c) were oxidized to 1,2-diketones (2a-c) which subsequently reacted with 2,2'-dimethyl thiodiglycolate to form fused thiophene ring by Hinsberg cyclization reaction. Substituents at positions C(l) and C(3) were then further transformed in order to obtain aminoalkoxy derivatives 8-11. Structures of regioisomers 6c and 6d were elucidated using two-dimensional NMR techniques. All compounds with tetracyclic skeleton were tested in vitro for their anti-inflammatory activity.

  DOI：

  10.3987/com-09-11755