1-(allyloxy)-2-(prop-1-en-1-ylthio)benzene | 1204589-01-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(allyloxy)-2-(prop-1-en-1-ylthio)benzene
• 英文别名: 1-Prop-2-enoxy-2-prop-1-enylsulfanylbenzene；1-prop-2-enoxy-2-prop-1-enylsulfanylbenzene
• CAS: 1204589-01-4
• 化学式: C₁₂H₁₄OS
• 分子量: 206.309
• InChiKey: QJRNUMODVMFYDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(allyloxy)-2-(prop-1-en-1-ylthio)benzene 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 18.0h， 以72%的产率得到1-(prop-1-en-1-yloxy)-2-(prop-1-en-1-ylthio)benzene
  参考文献：
  名称：

  Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization–ring-closing metathesis strategy

  摘要：

  A small library of 1,4-benzodioxins and 4H-1,4-benzoxazines was synthesized from the corresponding bis-allyloxy precursors by way of an initial isomerization to the bis-vinyloxy compounds, followed by a ring-closing metathesis using the second generation Grubbs' catalyst (G2). A related strategy, starting from benzene-1,2-dithiol and 2-mercaptophenol, afforded benzodithiin and 1,4-benzoxathiin, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.061
• 作为产物：
  描述：

  1-(allyloxy)-2-(allylthio)benzene 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以100%的产率得到1-(allyloxy)-2-(prop-1-en-1-ylthio)benzene
  参考文献：
  名称：

  Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization–ring-closing metathesis strategy

  摘要：

  A small library of 1,4-benzodioxins and 4H-1,4-benzoxazines was synthesized from the corresponding bis-allyloxy precursors by way of an initial isomerization to the bis-vinyloxy compounds, followed by a ring-closing metathesis using the second generation Grubbs' catalyst (G2). A related strategy, starting from benzene-1,2-dithiol and 2-mercaptophenol, afforded benzodithiin and 1,4-benzoxathiin, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.061

文献信息

• Application of an isomerization-ring-closing metathesis strategy to the synthesis of unsaturated seven-membered, benzo-fused heterocycles containing two heteroatoms
  作者：Dharmendra B. Yadav、Garreth L. Morgans、Blessing A. Aderibigbe、Lee G. Madeley、Manuel A. Fernandes、Joseph P. Michael、Charles B. de Koning、Willem A.L. van Otterlo

  DOI：10.1016/j.tet.2011.02.035

  日期：2011.4

  An isomerization-RCM approach was utilized to synthesize a number of seven-membered benzo-fused heterocycles containing two heteroatoms (N,O, N,S, and S,O). This approach utilized the ruthenium catalyst [RuClH(CO)(PPh3)3] for the isomerization of allyl groups, eventually followed by the use of the Grubbs second generation catalyst for the formation of the desired products. In most instances thermal

  利用异构化-RCM方法合成了许多含有两个杂原子（N，O，N，S和S，O）的七元苯并稠合杂环。该方法利用了钌催化剂[RuClH（CO）（PPh 3）3进行烯丙基的异构化，最后使用Grubbs第二代催化剂形成所需的产物。在大多数情况下，热RCM条件就足够了；然而，在许多情况下，该方法不能使所需的产品具有高温，短时间的微波方法可以提供所需的闭环产品。以这种方式，成功地合成了以下取代的苯并稠合的支架：4,5-二氢-1,5-苯并x氮平，4,5-和2,5-二氢-1,5-苯并噻氮平和2 H -1,5 -苯并沙地平。
• Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization–ring-closing metathesis strategy
  作者：Garreth L. Morgans、E. Lindani Ngidi、Lee G. Madeley、Setshaba D. Khanye、Joseph P. Michael、Charles B. de Koning、Willem A.L. van Otterlo

  DOI：10.1016/j.tet.2009.10.061

  日期：2009.12

  A small library of 1,4-benzodioxins and 4H-1,4-benzoxazines was synthesized from the corresponding bis-allyloxy precursors by way of an initial isomerization to the bis-vinyloxy compounds, followed by a ring-closing metathesis using the second generation Grubbs' catalyst (G2). A related strategy, starting from benzene-1,2-dithiol and 2-mercaptophenol, afforded benzodithiin and 1,4-benzoxathiin, respectively. (C) 2009 Elsevier Ltd. All rights reserved.