S-2-(benzyl(cyclohex-2-enyl)amino)-2-oxoethyl O-ethyl carbonodithioate | 154641-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-2-(benzyl(cyclohex-2-enyl)amino)-2-oxoethyl O-ethyl carbonodithioate
• 英文别名: O-ethyl [2-[benzyl(cyclohex-2-en-1-yl)amino]-2-oxoethyl]sulfanylmethanethioate
• CAS: 154641-59-5
• 化学式: C₁₈H₂₃NO₂S₂
• 分子量: 349.518
• InChiKey: FSOGLENGRADBAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-2-(benzyl(cyclohex-2-enyl)amino)-2-oxoethyl O-ethyl carbonodithioate 以43%的产率得到
  参考文献：
  名称：

  Axon Jonathan, Boiteau Laurent, Boivin Jean, Forbes Judith E., Zard Samir+, Tetrahedron Lett, 35 (1994) N 11, S 1719-1722

  摘要：

  DOI：
• 作为产物：
  描述：

  potassium ethyl xanthogenate 、 N-benzyl-2-chloro-N-(cyclohex-2-enyl)acetamide 以 丙酮 为溶剂， 反应 0.75h， 以9.82 g的产率得到S-2-(benzyl(cyclohex-2-enyl)amino)-2-oxoethyl O-ethyl carbonodithioate
  参考文献：
  名称：

  Radical, One-Step Approach to o-Chlorophenyl Thioethers from Xanthates. A Rapid Access to Vinylsilanes

  摘要：

  Xanthates have been readily converted into o-chlorophenyl thioethers using a one-step procedure conducted under radical conditions. In some selected cases, these aryl thioethers were successfully oxidized to the corresponding sulfoxides and sulfenic acid elimination afforded the corresponding vinylsilanes.

  DOI：

  10.1021/ol801348u

文献信息

• A new radical based synthesis of lactams and indolones from dithiocarbonates (xanthates)
  作者：Jonathan Axon、Laurent Boiteau、Jean Boivin、Judith E. Forbes、Samir Z. Zard

  DOI：10.1016/0040-4039(94)88328-9

  日期：1994.3

  N,N-disubstituted a-(xanthyl)-acetamides with an olefin on one of the substituents undergo cyclisation to a lactam by a radical chain reaction involving transfer of the xanthate group; anilides lead to the corresponding indolones.

  在一个取代基上带有烯烃的N，N-二取代的α-（黄原基）-乙酰胺通过涉及黄原酸酯基团转移的自由基链反应环化成内酰胺。苯胺导致相应的吲哚酮。
• Axon Jonathan, Boiteau Laurent, Boivin Jean, Forbes Judith E., Zard Samir+, Tetrahedron Lett, 35 (1994) N 11, S 1719-1722
  作者：Axon Jonathan, Boiteau Laurent, Boivin Jean, Forbes Judith E., Zard Samir+

  DOI：——

  日期：——
• Radical, One-Step Approach to <i>o</i>-Chlorophenyl Thioethers from Xanthates. A Rapid Access to Vinylsilanes
  作者：Matthieu Corbet、Zorana Ferjančić、Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/ol801348u

  日期：2008.8.21

  Xanthates have been readily converted into o-chlorophenyl thioethers using a one-step procedure conducted under radical conditions. In some selected cases, these aryl thioethers were successfully oxidized to the corresponding sulfoxides and sulfenic acid elimination afforded the corresponding vinylsilanes.