methyl 6-methyl-4-(2-phenylethyl)-4H-1,4-benzoxazine-2-carboxylate | 1332878-73-5

• 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: methyl 6-methyl-4-(2-phenylethyl)-4H-1,4-benzoxazine-2-carboxylate
• 英文别名: Methyl 6-methyl-4-(2-phenylethyl)-1,4-benzoxazine-2-carboxylate；methyl 6-methyl-4-(2-phenylethyl)-1,4-benzoxazine-2-carboxylate
• CAS: 1332878-73-5
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: XXSOYSGLXCFOLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 potassium phosphate 、 copper(l) iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以798 mg的产率得到methyl 6-methyl-4-(2-phenylethyl)-4H-1,4-benzoxazine-2-carboxylate
  参考文献：
  名称：

  A general synthesis of N-substituted 1,4-benzoxazine- and 1,4-benzothiazine-2-carboxylates via copper-catalyzed intramolecular amination of arylbromides

  摘要：

  Starting from ortho-bromosubstituted phenoxyacetates or (phenythio)acetates and primary amines, various N-substituted 4H-1,4-benzoxazine- and 4H-1,4-benzothiazine-2-carboxylates were synthesized in moderate to high yields by using a Cu(I)-catalyzed Ullmann-type cyclization as a key step. The method is simple to operate, tolerates many functional groups and does not require any additives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.081

文献信息

• A general synthesis of N-substituted 1,4-benzoxazine- and 1,4-benzothiazine-2-carboxylates via copper-catalyzed intramolecular amination of arylbromides
  作者：Ferdinand Melkonyan、Artiom Topolyan、Alexander Karchava、Marina Yurovskaya

  DOI：10.1016/j.tet.2011.06.081

  日期：2011.9

  Starting from ortho-bromosubstituted phenoxyacetates or (phenythio)acetates and primary amines, various N-substituted 4H-1,4-benzoxazine- and 4H-1,4-benzothiazine-2-carboxylates were synthesized in moderate to high yields by using a Cu(I)-catalyzed Ullmann-type cyclization as a key step. The method is simple to operate, tolerates many functional groups and does not require any additives. (C) 2011 Elsevier Ltd. All rights reserved.