2-pent-2-ynyloxy-N-(phenyl)thioacetamide | 540803-97-2

• 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: 2-pent-2-ynyloxy-N-(phenyl)thioacetamide
• 英文别名: 2-pent-2-ynoxy-N-phenylethanethioamide
• CAS: 540803-97-2
• 化学式: C₁₃H₁₅NOS
• 分子量: 233.334
• InChiKey: UVJZDHGRQNYRIP-UHFFFAOYSA-N

物化性质

• 沸点：
  359.0±48.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-pent-2-ynyloxy-N-(phenyl)thioacetamide 在 偶氮二异丁腈 、 三(三甲基硅基)硅烷 作用下， 以 苯 为溶剂， 反应 20.0h， 以67%的产率得到9-ethyl-1,3-dihydro[3,4-b]quinoline
  参考文献：
  名称：

  Synthesis of Carbocyclic and Heterocyclic Fused Quinolines by Cascade Radical Annulations of Unsaturated N-Aryl Thiocarbamates, Thioamides, and Thioureas

  摘要：

  [GRAPHICS]Tandem radical cyclizations of suitably substituted N-aryl thiocarbamates, thioamides, and thioureas are induced by exposure to tris(trimethylsilyl)silane (TTMSH) and UV light and provide furoquinolines, isofuroquinolines, cyclopentaquinolines, indoloquinollnes, and related ring systems. The intermediacy of an alpha-thioalkylamino radical, which is the synthetic equivalent of an imidoyl radical, is invoked.

  DOI：

  10.1021/ol0344319
• 作为产物：
  描述：

  2-Pent-2-ynoxyacetic acid 在 劳森试剂 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 28.0h， 生成 2-pent-2-ynyloxy-N-(phenyl)thioacetamide
  参考文献：
  名称：

  Synthesis of Carbocyclic and Heterocyclic Fused Quinolines by Cascade Radical Annulations of Unsaturated N-Aryl Thiocarbamates, Thioamides, and Thioureas

  摘要：

  [GRAPHICS]Tandem radical cyclizations of suitably substituted N-aryl thiocarbamates, thioamides, and thioureas are induced by exposure to tris(trimethylsilyl)silane (TTMSH) and UV light and provide furoquinolines, isofuroquinolines, cyclopentaquinolines, indoloquinollnes, and related ring systems. The intermediacy of an alpha-thioalkylamino radical, which is the synthetic equivalent of an imidoyl radical, is invoked.

  DOI：

  10.1021/ol0344319

文献信息

• Synthesis of Carbocyclic and Heterocyclic Fused Quinolines by Cascade Radical Annulations of Unsaturated <i>N</i>-Aryl Thiocarbamates, Thioamides, and Thioureas
  作者：Wu Du、Dennis P. Curran

  DOI：10.1021/ol0344319

  日期：2003.5.1

  [GRAPHICS]Tandem radical cyclizations of suitably substituted N-aryl thiocarbamates, thioamides, and thioureas are induced by exposure to tris(trimethylsilyl)silane (TTMSH) and UV light and provide furoquinolines, isofuroquinolines, cyclopentaquinolines, indoloquinollnes, and related ring systems. The intermediacy of an alpha-thioalkylamino radical, which is the synthetic equivalent of an imidoyl radical, is invoked.