1,3,5-Trimethylspiro[4,6-dioxa-2-azabicyclo[3.2.0]hept-2-ene-7,9a(2)(10a(2)H)-phenanthren]-10a(2)-one | 832099-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,3,5-Trimethylspiro[4,6-dioxa-2-azabicyclo[3.2.0]hept-2-ene-7,9a(2)(10a(2)H)-phenanthren]-10a(2)-one
• 英文别名: 1,3,5-trimethylspiro[4,6-dioxa-2-azabicyclo[3.2.0]hept-2-ene-7,10'-phenanthrene]-9'-one
• CAS: 832099-63-5
• 化学式: C₂₀H₁₇NO₃
• 分子量: 319.36
• InChiKey: DSUXBJDQVLZDIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.89
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2,4,5-三甲基恶唑 、 菲醌 以 乙腈 为溶剂， 反应 12.0h， 以89%的产率得到1,18,20-Trimethyl-2,17,21-trioxa-19-azapentacyclo[16.2.1.03,16.04,9.010,15]henicosa-3(16),4,6,8,10,12,14,19-octaene
  参考文献：
  名称：

  Photoinduced [4 + 4] Cycloadditions of o-Quinones with Oxazoles

  摘要：

  [Graphics]Photocycloadditions of 9,10-phenanthraquinone (PQ) with oxazoles (1a and 1b) gave [4 + 4] products 2 with the O=C-C=O functionality in PQ and the 2-azadiene moiety in oxazole as 4,pi addends. Photoreactions of 1-acetylisatin (IS) with la, 1c, and ld gave [4 + 4] product A, which underwent further [2 + 2] reactions with another (IS)-I-3* to furnish 5. These regioselective and diastereoselective [4 + 4] photocycloadditions are rationalized by the intervening of the key conformers for ISC and bond formation of the most stable 1,6-diradical intermediates.

  DOI：

  10.1021/ol048028t