(E)-4,4-dimethyl-2-phenylpent-2-enoic acid | 1144426-71-0

• 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: (E)-4,4-dimethyl-2-phenylpent-2-enoic acid
• 英文别名: (E)-4,4-dimethyl-2-phenyl-2-pentenoic acid；4,4-dimethyl-2-phenyl-2-pentenoic acid；(E)-2-Phenyl-4,4-dimethyl-2-pentenoic acid
• CAS: 1144426-71-0
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: UBLVOIAHOJGSIY-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  trans-4-tert-Butyl-3-phenyl-2-oxetanon 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-4,4-dimethyl-2-phenylpent-2-enoic acid
  参考文献：
  名称：

  .alpha. Deprotonation of .beta.-lactones - an example of a forbidden .beta. elimination

  摘要：

  DOI：

  10.1021/ja00530a052

文献信息

• Cp₂TiCl₂-catalyzed hydrocarboxylation of alkynes with CO₂: formation of α,β-unsaturated carboxylic acids
  作者：Peng Shao、Sheng Wang、Gaixia Du、Chanjuan Xi

  DOI：10.1039/c6ra25003c

  日期：——

  Cp2TiCl2-catalyzed hydrocarboxylation of alkynes with CO2 (atmospheric pressure) has been reported. A range of alkynes were transformed to the corresponding α,β-unsaturated carboxylic acids in high yields with high regioselectivity. The reaction proceeded with hydrotitanation, transmetalation, and subsequently carboxylation with CO2.

  已经报道了Cp 2 TiCl 2催化炔烃与CO 2（大气压）的加氢羧化。一系列炔烃以高收率和高区域选择性被转化为相应的α，β-不饱和羧酸。反应进行加氢钛化，金属转移和随后用CO 2羧化。
• Silver-catalyzed carbomagnesiation of terminal aryl and silyl alkynes and enynes in the presence of 1,2-dibromoethane
  作者：Yuuki Fujii、Jun Terao、Nobuaki Kambe

  DOI：10.1039/b820521c

  日期：——

  Regioselective carbomagnesiation of terminal alkynes and enynes with alkylGrignard reagents has been achieved by the combined use of a silver catalyst and 1,2-dibromoethane.

  通过联用银催化剂和1,2-二溴乙烷，实现了末端炔烃和烯炔与烷基格氏试剂的区域选择性羰基镁化反应。
• Silver-Catalyzed Regioselective Carbomagnesiation of Alkynes with Alkyl Halides and Grignard Reagents
  作者：Nobuaki Kambe、Yuusuke Moriwaki、Yuuki Fujii、Takanori Iwasaki、Jun Terao

  DOI：10.1021/ol2018664

  日期：2011.9.2

  A silver-catalyzed carbomagnesiation of alkynes with alkyl halides and Grignard reagents afforded alkenyl Grignard reagents regioselectively, where the alkyl group of the alkyl halide, but not that of the Grignard reagent, was introduced into the alkyne. Application to δ-haloalkylacetylenes yielded cyclopentanes or a tetrahydrofuran containing an exo-methylene substituent via 5-exo-dig cyclization

  银的炔烃与烷基卤化物和格利雅试剂的银催化碳还原反应可选择性地提供烯基格利雅试剂，其中烷基卤的烷基而不是格利雅试剂的烷基被引入炔中。到δ-haloalkylacetylenes得到应用环戊烷或含四氢呋喃外型亚甲基取代基经由5外切挖环化。
• Highly Regio- and Stereoselective Three-Component Nickel-Catalyzed syn-Hydrocarboxylation of Alkynes with Diethyl Zinc and Carbon Dioxide
  作者：Suhua Li、Weiming Yuan、Shengming Ma

  DOI：10.1002/anie.201007128

  日期：2011.3.7

  Hydrocarboxylation of alkynes: The first example of nickel‐catalyzed hydrozincation of alkynes that form stereodefined hydrocarboxylation products is presented (see scheme; cod=cycloocta‐1,5‐diene). This catalytic system is efficient for the activation of CO2 and the three‐component reaction produces products that could be converted into important oxindole or γ‐butyrolactam derivatives.

  炔烃的加氢羧化：提出了镍催化炔烃形成立体定义的加氢羧化产物的第一个例子（见方案； cod = cycloocta-1,5-diene）。该催化体系对CO 2的活化非常有效，三组分反应产生的产物可以转化为重要的羟吲哚或γ-丁内酰胺衍生物。
• Copper-Catalyzed Hydrocarboxylation of Alkynes Using Carbon Dioxide and Hydrosilanes
  作者：Tetsuaki Fujihara、Tinghua Xu、Kazuhiko Semba、Jun Terao、Yasushi Tsuji

  DOI：10.1002/anie.201006292

  日期：2011.1.10

  Getting a fix: The copper‐catalyzed hydrocarboxylation of alkynes using carbon dioxide in the presence of a hydrosilane, which serves as a reducing agent, has been developed (see scheme). Copper fluorides bearing N‐heterocyclic carbene ligands such as IMes and Cl2IPr show high catalytic activities.

  解决方法：已开发出在还原性氢化硅烷的存在下使用二氧化碳在铜上进行炔烃的铜催化加氢羧化反应（参见方案）。带有N杂环卡宾配体（例如IMes和Cl 2 IPr）的氟化铜显示出高催化活性。