1,3,4,6,11,11a-Hexahydro-[1,4]oxazino[3,4-b]quinazoline | 1095009-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,3,4,6,11,11a-Hexahydro-[1,4]oxazino[3,4-b]quinazoline
• CAS: 1095009-93-0
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.245
• InChiKey: TZEUTPQUINQQQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吗啉 、 2-氨基苯甲醛 130.0 ℃ 、689.49 kPa 条件下， 反应 1.0h， 以64%的产率得到1,3,4,6,11,11a-Hexahydro-[1,4]oxazino[3,4-b]quinazoline
  参考文献：
  名称：

  Ring-fused aminals: catalyst and solvent-free microwave-assisted α-amination of nitrogen heterocycles

  摘要：

  A high-yield synthesis of ring-fused aminals via microwave (MW)-assisted alpha-amination of nitrogen heterocycles at 130 degrees C under solvent- and catalyst-free conditions is described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.166

文献信息

• Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with o-Aminobenzaldehydes: Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone, and Ruteacarpine
  作者：Daniel Seidel、Matthew Richers、Indubhusan Deb、Alena Platonova、Chen Zhang

  DOI：10.1055/s-0033-1338852

  日期：——

  Secondary amines undergo redox-neutral reactions with aminobenzaldehydes under conventional and microwave heating to furnish polycyclic aminals via amine alpha-amination/N-alkylation. This unique alpha-functionalization reaction proceeds without the involvement of transition metals or other additives. The resulting aminal products are precursors for various quinazolinone alkaloids and their analogues.