(±)-naphtho[1,8-bc]naphtho[1',8':3,4,5]furo[2,3-d]furan-5,12-dione | 1396500-49-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (±)-naphtho[1,8-bc]naphtho[1',8':3,4,5]furo[2,3-d]furan-5,12-dione
• 英文别名: 2,12-Dioxahexacyclo[11.7.1.13,7.01,11.017,21.011,22]docosa-3,5,7(22),8,13,15,17(21),18-octaene-10,20-dione；2,12-dioxahexacyclo[11.7.1.13,7.01,11.017,21.011,22]docosa-3,5,7(22),8,13,15,17(21),18-octaene-10,20-dione
• CAS: 1396500-49-4
• 化学式: C₂₀H₁₀O₄
• 分子量: 314.297
• InChiKey: SNQCYLIVMNQEJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8,8'-bis(benzyloxy)-1,1'-binaphthyl-2,2'-diol 在 [N,N'-bis(salicylidene)ethane-1,2-diaminato]cobalt(II) 、 氧气 、 三溴化硼 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 21.5h， 生成 (±)-naphtho[1,8-bc]naphtho[1',8':3,4,5]furo[2,3-d]furan-5,12-dione
  参考文献：
  名称：

  Selective Oxidation of 8,8′-Hydroxylated Binaphthols to Bis-spironaphthalenones or Binaphtho-para- and Binaphtho-ortho-quinones

  摘要：

  The selective oxidation of a series of functionalized 8,8'-hydroxylated binaphthols to binaphtho-para- and binaphtho-ortho-quinones has been realized using either a Co-salen catalyst or ortho-iodoxybenzoic acid. A unique spirocyclic bis-spironaphthalenone was also obtained in good yield via a phenyliodonium diacetate promoted oxidative dearomatization.

  DOI：

  10.1021/ol302195e

文献信息

• Selective Oxidation of 8,8′-Hydroxylated Binaphthols to Bis-spironaphthalenones or Binaphtho-<i>para</i>- and Binaphtho-<i>ortho</i>-quinones
  作者：Erin E. Podlesny、Patrick J. Carroll、Marisa C. Kozlowski

  DOI：10.1021/ol302195e

  日期：2012.9.21

  The selective oxidation of a series of functionalized 8,8'-hydroxylated binaphthols to binaphtho-para- and binaphtho-ortho-quinones has been realized using either a Co-salen catalyst or ortho-iodoxybenzoic acid. A unique spirocyclic bis-spironaphthalenone was also obtained in good yield via a phenyliodonium diacetate promoted oxidative dearomatization.