methyl 2-(3-acetyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-1-oxo-indane-2-carboxylate | 1133274-58-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 2-(3-acetyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-1-oxo-indane-2-carboxylate
• 英文别名: methyl 2-(3-acetyl-1,4-dioxonaphthalen-2-yl)-3-oxo-1H-indene-2-carboxylate
• CAS: 1133274-58-4
• 化学式: C₂₃H₁₆O₆
• 分子量: 388.376
• InChiKey: QNINWVSUWYBSDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  94.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-乙酰基萘-1,4-二酮 、 1H-茚-2-甲酸,2,3-二氢-1-氧代-,甲酯 在 ytterbium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以62%的产率得到methyl 2-(3-acetyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-1-oxo-indane-2-carboxylate
  参考文献：
  名称：

  Ytterbium triflate-catalyzed conjugate addition of β-ketoesters to activated 1,4-naphthoquinones

  摘要：

  An efficient procedure for the conjugate addition of various beta-ketoesters to activated 1,4-naphthoquinones using a catalytic amount of Yb(OTf)(3) was developed. The tri-, tetra-, and pentacyclic adducts were obtained in very good to excellent yield. Cyclic beta-ketoesters added smoothly to activated quinones when compared to their acyclic counterparts. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.021

文献信息

• Ytterbium triflate-catalyzed conjugate addition of β-ketoesters to activated 1,4-naphthoquinones
  作者：Naga Venkata Sastry Mudiganti、Sven Claessens、Norbert De Kimpe

  DOI：10.1016/j.tet.2008.12.021

  日期：2009.2

  An efficient procedure for the conjugate addition of various beta-ketoesters to activated 1,4-naphthoquinones using a catalytic amount of Yb(OTf)(3) was developed. The tri-, tetra-, and pentacyclic adducts were obtained in very good to excellent yield. Cyclic beta-ketoesters added smoothly to activated quinones when compared to their acyclic counterparts. (C) 2008 Elsevier Ltd. All rights reserved.