8-acetyloxy-8'-hydroxy-3,3'-dimethyl[2,2'-binaphthalene]-1,1',4,4'-tetrone | 1374687-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-acetyloxy-8'-hydroxy-3,3'-dimethyl[2,2'-binaphthalene]-1,1',4,4'-tetrone
• 英文别名: [7-(8-Hydroxy-3-methyl-1,4-dioxonaphthalen-2-yl)-6-methyl-5,8-dioxonaphthalen-1-yl] acetate
• CAS: 1374687-88-3
• 化学式: C₂₄H₁₆O₇
• 分子量: 416.387
• InChiKey: WHXCZTVEBVQFCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-Brom-5-hydroxy-2-methyl-1,4-naphthochinon 在 吡啶 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 copper(l) iodide 、 六甲基二锡 作用下， 以 1,4-二氧六环 为溶剂， 反应 11.0h， 生成 8-acetyloxy-8'-hydroxy-3,3'-dimethyl[2,2'-binaphthalene]-1,1',4,4'-tetrone 、 8,8'-diacetyloxy-3,3'-dimethyl[2,2'-binaphthalene]-1,1',4,4'-tetrone
  参考文献：
  名称：

  Three Different Dimerizations of 2-Bromo-3-methyl-1,4-naphthoquinones

  摘要：

  Three types of dimeric naphthoquinones, which possess structurally diverse skeletons, can be prepared in one step from 2-bromo-3-methyl-1,4-naphthoquinones. 2,2'-Dimeric naphthoquinones were prepared by a one-pot Stille-type reaction via vinylstannanes. Oxepines are formed by unexpected domino reactions via 1,4-dihydroxynaphthalene species. Epoxides are formed by a Michael/Darzens reaction via the o-quinone methides.

  DOI：

  10.1021/jo300696m

文献信息

• Three Different Dimerizations of 2-Bromo-3-methyl-1,4-naphthoquinones
  作者：Shuhei Azuma、Kazuyuki Nishio、Konomi Kubo、Takahiro Sasamori、Norihiro Tokitoh、Kouji Kuramochi、Kazunori Tsubaki

  DOI：10.1021/jo300696m

  日期：2012.5.18

  Three types of dimeric naphthoquinones, which possess structurally diverse skeletons, can be prepared in one step from 2-bromo-3-methyl-1,4-naphthoquinones. 2,2'-Dimeric naphthoquinones were prepared by a one-pot Stille-type reaction via vinylstannanes. Oxepines are formed by unexpected domino reactions via 1,4-dihydroxynaphthalene species. Epoxides are formed by a Michael/Darzens reaction via the o-quinone methides.