3-Ethynylsulfonylprop-1-ynyl(trimethyl)silane | 934295-61-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 3-Ethynylsulfonylprop-1-ynyl(trimethyl)silane
• CAS: 934295-61-1
• 化学式: C₈H₁₂O₂SSi
• 分子量: 200.334
• InChiKey: BIVPBFIMNIALSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Ethynylsulfonylprop-1-ynyl(trimethyl)silane 、 三乙基硅烷 以 1,2-二氯乙烷 为溶剂， 反应 14.0h， 以62%的产率得到
  参考文献：
  名称：

  Generation of allenylthioketene S,S-dioxides through [3,3] sigmatropic rearrangement of alkynyl propargyl sulfones

  摘要：

  Thioketene S,S-dioxides 2 were successfully generated through [3,3] sigmatropic rearrangement of alkynyl propargy] sulfones 1 and the formation of 2 was confirmed by trapping experiment using cyclohexene or allyltrimethylsilane affording a [2+2] cycloadduct 5. In situ generated thioketene S,S-dioxides 2 underwent facile conversion into allenynes 3 in moderate yields, via formation and subsequent [1,2] shift of vinylidene carbenes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.087
• 作为产物：
  描述：

  在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 3-Ethynylsulfonylprop-1-ynyl(trimethyl)silane
  参考文献：
  名称：

  Generation of allenylthioketene S,S-dioxides through [3,3] sigmatropic rearrangement of alkynyl propargyl sulfones

  摘要：

  Thioketene S,S-dioxides 2 were successfully generated through [3,3] sigmatropic rearrangement of alkynyl propargy] sulfones 1 and the formation of 2 was confirmed by trapping experiment using cyclohexene or allyltrimethylsilane affording a [2+2] cycloadduct 5. In situ generated thioketene S,S-dioxides 2 underwent facile conversion into allenynes 3 in moderate yields, via formation and subsequent [1,2] shift of vinylidene carbenes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.087

文献信息

• Generation of allenylthioketene S,S-dioxides through [3,3] sigmatropic rearrangement of alkynyl propargyl sulfones
  作者：Shigenobu Aoyagi、Makoto Koyanagi、Megumi Takahashi、Kazuaki Shimada、Yuji Takikawa

  DOI：10.1016/j.tetlet.2007.01.087

  日期：2007.3

  Thioketene S,S-dioxides 2 were successfully generated through [3,3] sigmatropic rearrangement of alkynyl propargy] sulfones 1 and the formation of 2 was confirmed by trapping experiment using cyclohexene or allyltrimethylsilane affording a [2+2] cycloadduct 5. In situ generated thioketene S,S-dioxides 2 underwent facile conversion into allenynes 3 in moderate yields, via formation and subsequent [1,2] shift of vinylidene carbenes. (c) 2007 Elsevier Ltd. All rights reserved.