N-(4-bromo-1-phenylhexa-3,5-dien-1-yl)-1,3-oxazolidin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: N-(4-bromo-1-phenylhexa-3,5-dien-1-yl)-1,3-oxazolidin-2-one
• 英文别名: 3-[(3Z)-4-bromo-1-phenylhexa-3,5-dienyl]-1,3-oxazolidin-2-one
• 化学式: C₁₅H₁₆BrNO₂
• 分子量: 322.202
• InChiKey: BANMOFVYJUYMMY-JYRVWZFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-唑烷酮 、 1,4-bis(trimethylsilyl)2-butene 、 苯甲醛 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以66%的产率得到N-(4-bromo-1-phenylhexa-3,5-dien-1-yl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  3-Bromopentadienylsilane:  A New Reagent for the Introduction of a Functional Pentadienyl Unit with Fixed Configuration

  摘要：

  [GRAPHICS]The (Z)-1-trimethylsilyl-3-bromopenta-2,4-diene 3 was prepared through a sequence involving the reductive silylation of butadiene, dibromocarbene addition on the resulting disilane 1) and thermolytic ring opening. With aldehydes, this new pentadienylsilane reacts exclusively via an S-E" pathway, In the presence of an alcohol or a carbamate under Lewis acid activation, 3 yields, respectively, bromopentadienyl ethers or bromopentadienyl-protected amines.

  DOI：

  10.1021/ol0058137

文献信息

• 3-Bromopentadienylsilane:  A New Reagent for the Introduction of a Functional Pentadienyl Unit with Fixed Configuration
  作者：Maryline Roux、Maurice Santelli、Jean-Luc Parrain

  DOI：10.1021/ol0058137

  日期：2000.6.1

  [GRAPHICS]The (Z)-1-trimethylsilyl-3-bromopenta-2,4-diene 3 was prepared through a sequence involving the reductive silylation of butadiene, dibromocarbene addition on the resulting disilane 1) and thermolytic ring opening. With aldehydes, this new pentadienylsilane reacts exclusively via an S-E" pathway, In the presence of an alcohol or a carbamate under Lewis acid activation, 3 yields, respectively, bromopentadienyl ethers or bromopentadienyl-protected amines.