4-methyl-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one | 1009367-96-7

• 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: 4-methyl-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one
• 英文别名: 4-methyl-4-phenyl-1H-3,1-benzoxazin-2-one
• CAS: 1009367-96-7
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: DDXQGRKXLBNSRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  4-iodomethyl-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one 在 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 8.0h， 以98%的产率得到4-methyl-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one
  参考文献：
  名称：

  Convenient Synthesis of 1,4-Dihydro-2H-3,1-benzoxazin-2-ones by Iodocyclization of t-Butyl 2-Vinylphenylcarbamate

  摘要：

  It has been found that t-butyl 2-vinylphenylcarbamate derivatives underwent iodocyclization on treatment with iodine in the presence of sodium hydrogencarbonate to afford 4-iodomethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives in generally good yields. The reduction of these 4-iodomethyl derivatives with tributyltin hydride gave the corresponding 4-methyl derivatives in good yields.

  DOI：

  10.3987/com-07-11186

文献信息

• Synthesis of 1,4-Dihydro-2H-3,1-benzoxazin-2-ones by Hydriodic Acid Mediated Cyclization of tert-Butyl 2-Vinylphenylcarbamates
  作者：Kazuhiro Kobayashi、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-08-11399

  日期：——

  A two-step facile synthesis of 4,4-disubstituted 1,4-dihydro-2H-3,1-benzoxazin-2-ones starting from alpha-substituted 2-aminostyrenes is described. The method involves the hydriodic acid mediated cyclization of t-butyl 2-vinylphenylcarbamate derivatives, which Could be easily prepared by N-t-butoxycarbonylation of alpha-substituted 2-aminostyrene derivatives, under mild conditions.
• Convenient Synthesis of 1,4-Dihydro-2H-3,1-benzoxazin-2-ones by Iodocyclization of t-Butyl 2-Vinylphenylcarbamate
  作者：Kazuhiro Kobayashi、Shuhei Fukamachi、Daizo Nakamura、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.3987/com-07-11186

  日期：——

  It has been found that t-butyl 2-vinylphenylcarbamate derivatives underwent iodocyclization on treatment with iodine in the presence of sodium hydrogencarbonate to afford 4-iodomethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives in generally good yields. The reduction of these 4-iodomethyl derivatives with tributyltin hydride gave the corresponding 4-methyl derivatives in good yields.