1-phenyl-2-(3,4,5,6-tetrahydro-2H-azepin-7-ylsulfanyl)ethanone | 913523-94-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-2-(3,4,5,6-tetrahydro-2H-azepin-7-ylsulfanyl)ethanone
• CAS: 913523-94-1
• 化学式: C₁₄H₁₇NOS
• 分子量: 247.361
• InChiKey: WVJFGHCOGYVAJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-2-(3,4,5,6-tetrahydro-2H-azepin-7-ylsulfanyl)ethanone 在 三乙烯二胺 、 三甲氧基磷 作用下， 以 二甲基亚砜 为溶剂， 以0.19 g的产率得到(Z)-2-(azepan-2-ylidene)-1-phenylethanone
  参考文献：
  名称：

  One-Pot Eschenmoser Episulfide Contractions in DMSO: Applications to the Synthesis of Fuligocandins A and B and a Number of Vinylogous Amides

  摘要：

  Practical total syntheses of the natural products fuligocandin A (2a) and fuligocandin B (3) have been achieved through a convergent strategy depending on the Eschenmoser episulfide contraction as a key step. Conducting the reaction in DAIS proved to be an efficient and general method for the synthesis of a variety of vinylogous amides, such as azepan-2-ylidenepropan-2-one.

  DOI：

  10.1021/jo101864n
• 作为产物：
  描述：

  ε-硫代己内酰胺 、 2-溴苯乙酮 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成 1-phenyl-2-(3,4,5,6-tetrahydro-2H-azepin-7-ylsulfanyl)ethanone
  参考文献：
  名称：

  One-Pot Eschenmoser Episulfide Contractions in DMSO: Applications to the Synthesis of Fuligocandins A and B and a Number of Vinylogous Amides

  摘要：

  Practical total syntheses of the natural products fuligocandin A (2a) and fuligocandin B (3) have been achieved through a convergent strategy depending on the Eschenmoser episulfide contraction as a key step. Conducting the reaction in DAIS proved to be an efficient and general method for the synthesis of a variety of vinylogous amides, such as azepan-2-ylidenepropan-2-one.

  DOI：

  10.1021/jo101864n

文献信息

• One-Pot Eschenmoser Episulfide Contractions in DMSO: Applications to the Synthesis of Fuligocandins A and B and a Number of Vinylogous Amides
  作者：Birgitta Pettersson、Vedran Hasimbegovic、Jan Bergman

  DOI：10.1021/jo101864n

  日期：2011.3.18

  Practical total syntheses of the natural products fuligocandin A (2a) and fuligocandin B (3) have been achieved through a convergent strategy depending on the Eschenmoser episulfide contraction as a key step. Conducting the reaction in DAIS proved to be an efficient and general method for the synthesis of a variety of vinylogous amides, such as azepan-2-ylidenepropan-2-one.