2-(2-oxocyclohexyl)-2-phenylacetic acid | 59378-12-0

• 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: 2-(2-oxocyclohexyl)-2-phenylacetic acid
• 英文别名: 2-(2-oxo-cyclohexyl)-2-phenyl acetic acid；α-(2-Oxo-cyclohexyl)phenylessigsaeure
• CAS: 59378-12-0
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: FSKBCLJJWROYFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-oxocyclohexyl)-2-phenylacetic acid 在 氯化亚砜 作用下， 以 甲醇 为溶剂， 生成 methyl 2-(2-oxocyclohexyl)-2-phenylacetate
  参考文献：
  名称：

  Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups

  摘要：

  C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).

  DOI：

  10.1021/ol5000988
• 作为产物：
  描述：

  (E)-3-ethoxy-1, 3-diphenylprop-1-ene 在 四氢吡咯 、 1,1'-双(二苯基膦)二茂铁 、 potassium permanganate 、 sodium periodate 、 bis(η3-allyl-μ-chloropalladium(II)) 、 potassium carbonate 作用下， 以 甲醇 、 水 、 叔丁醇 为溶剂， 反应 8.0h， 生成 2-(2-oxocyclohexyl)-2-phenylacetic acid
  参考文献：
  名称：

  Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups

  摘要：

  C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).

  DOI：

  10.1021/ol5000988

文献信息

• 1-Aryl-2-oxo-2,4,5,6,7,7a-hexahydro-indoles, salts, pharmaceutical
  申请人：Laboratoire Roger Bellon

  公开号：US04015002A1

  公开（公告）日：1977-03-29

  This invention relates to 1-aryl-2-oxo-2,4,5,6,7,7a-hexahydro-indoles, and acid addition salts thereof. In particular, the compounds have (.beta.-aminoethoxy- or .gamma.-amino-propoxy)-phenyl substituents, the amino groups in each case either being joined to two C.sub.1.sub.-5 alkyl groups or forming part of a heterocyclic group such as a pyrolidino, piperidino or morpholino group. Compounds in accordance with the invention have been found to exhibit interesting actions on the cardiovascular system in particular as vasodilators.

  这项发明涉及1-芳基-2-酮基-2,4,5,6,7,7a-六氢吲哚及其酸盐。具体来说，这些化合物具有(.beta.-氨基乙氧基-或.γ.-氨基丙氧基)-苯基取代基，每种情况下的氨基要么连接到两个C.sub.1.sub.-5烷基基团，要么构成杂环基团，如吡咯烷基、哌啶基或吗啉基。根据本发明的化合物已被发现在心血管系统中表现出有趣的作用，特别是作为血管扩张剂。
• NEW SYNTHESIS OF γ-KETO ACIDS FROM NITROOLEFINS AND CARBOXYLIC ACID DIANIONS
  作者：Masaaki Miyashita、Ryuji Yamaguchi、Akira Yoshikoshi

  DOI：10.1246/cl.1982.1505

  日期：1982.10.5

  As a convenient synthetic method of γ-keto acids, oxoalkylation of carboxylic acids with nitroolefins was examined. Carboxylic acid dianions reacted with conjugated nitroolefins at low temperature (−100°C) and a variety of γ-keto acids were obtained on acidic workup in moderate to good yields.

  作为γ-酮酸的一种方便的合成方法，研究了羧酸与硝基烯烃的氧烷基化。羧酸二价阴离子在低温 (-100°C) 下与共轭硝基烯烃反应，并在酸性处理中以中等至良好的产率获得各种 γ-酮酸。
• Michael reaction of conjugated nitro olefins with carboxylic acid dianions and with ester enolates: new synthesis of .gamma.-keto acids and .gamma.-keto esters
  作者：Masaaki Miyashita、Ryuji Yamaguchi、Akira Yoshikoshi

  DOI：10.1021/jo00190a003

  日期：1984.8
• MIYASHITA, MASAAKI;YAMAGUCHI, RYUJI;YOSHIKOSHI, AKIRA, J. ORG. CHEM., 1984, 49, N 16, 2857-2863
  作者：MIYASHITA, MASAAKI、YAMAGUCHI, RYUJI、YOSHIKOSHI, AKIRA

  DOI：——

  日期：——
• Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups
  作者：Xiaohong Huo、Mao Quan、Guoqiang Yang、Xiaohu Zhao、Delong Liu、Yangang Liu、Wanbin Zhang

  DOI：10.1021/ol5000988

  日期：2014.3.21

  C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).