3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,1-b][1,4]oxazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,1-b][1,4]oxazine
• 英文别名: 3-methyl-1H-naphtho[2,1-b][1,4]oxazin-2-one；3-Methyl-1H-naphtho[2,1-b][1,4]oxazin-2-on；1H-naphtho-[2,1-b]-3-methyl-1,4-oxazin-2-one；3-methyl-1H-benzo[f][1,4]benzoxazin-2-one
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: YVNINRTZTZSFOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (+/-)-2-<1-Nitro-naphthyl-(2)-oxy>-propionsaeure 在 盐酸 、 tin(ll) chloride 作用下， 生成 3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,1-b][1,4]oxazine
  参考文献：
  名称：

  Fourneau; Balaceano, Bulletin de la Societe Chimique de France, 1925, vol. <4> 37, p. 1607

  摘要：

  DOI：

文献信息

• Microwave-assisted one-pot regioselective synthesis of 2-alkyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazines
  作者：Wei-Min Dai、Xuan Wang、Chen Ma

  DOI：10.1016/j.tet.2005.04.072

  日期：2005.7

  A protocol for regioselective one-pot synthesis of 2-alkyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazines under controlled microwave heating has been developed. Starting from commercially available 2-aminophenols, a base-mediated regioselective O-alkylation took place with 2-bromoalkanoates to give the acyclic intermediates, which underwent spontaneously an intramolecular amidation reaction to furnish 2-alkyl-3,4-dihydro-3-oxo-2H-1.4-benzoxazines in 44-82% yields. For the acyclic intermediate possessing an electron-withdrawing group, microwave heating was necessary for the annulation reaction. (c) 2005 Elsevier Ltd. All rights reserved.
• Fourneau; Balaceano, Bulletin de la Societe Chimique de France, 1925, vol. <4> 37, p. 1607
  作者：Fourneau、Balaceano

  DOI：——

  日期：——