dimethyl 10-fluoro-6-(4-methoxyphenyl)-3,11b-dihydro-2H-oxazino[3,2-a]isoquinoline-1,1-dicarboxylate | 1110601-52-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: dimethyl 10-fluoro-6-(4-methoxyphenyl)-3,11b-dihydro-2H-oxazino[3,2-a]isoquinoline-1,1-dicarboxylate
• CAS: 1110601-52-9
• 化学式: C₂₃H₂₂FNO₆
• 分子量: 427.429
• InChiKey: VTLDHWBCRLKSRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-[[5-fluoro-2-[2-(4-methoxyphenyl)ethynyl]phenyl]methylidene]hydroxylamine 、 1,1-环丙烷二甲酸二甲酯 在 silver trifluoromethanesulfonate 、 ytterbium(III) triflate 作用下， 以 甲苯 为溶剂， 以78%的产率得到dimethyl 10-fluoro-6-(4-methoxyphenyl)-3,11b-dihydro-2H-oxazino[3,2-a]isoquinoline-1,1-dicarboxylate
  参考文献：
  名称：

  Tandem cyclization-[3+3] cycloaddition reactions of 2-alkynylbenzaldoxime: synthesis of fused 1,2-dihydroisoquinolines

  摘要：

  Tandem cyclization-[3+3] cycloaddition of 2-alkynylbenzaldoximes with dimethyl cyclopropane-1,1-dicarboxylate co-catalyzed by AgOTf and Yb(OTf)(3) is described, which provides an useful method for the synthesis of tetrahydro-1,2-oxazine fused 1,2-dihydroisoquinolines. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.121

文献信息

• Tandem cyclization-[3+3] cycloaddition reactions of 2-alkynylbenzaldoxime: synthesis of fused 1,2-dihydroisoquinolines
  作者：Qiuping Ding、Zhiyong Wang、Jie Wu

  DOI：10.1016/j.tetlet.2008.10.121

  日期：2009.1

  Tandem cyclization-[3+3] cycloaddition of 2-alkynylbenzaldoximes with dimethyl cyclopropane-1,1-dicarboxylate co-catalyzed by AgOTf and Yb(OTf)(3) is described, which provides an useful method for the synthesis of tetrahydro-1,2-oxazine fused 1,2-dihydroisoquinolines. (C) 2008 Elsevier Ltd. All rights reserved.