allyl 3-oxo-2-phenylbutanoate | 1207290-92-3

• 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: allyl 3-oxo-2-phenylbutanoate
• 英文别名: Prop-2-enyl 3-oxo-2-phenylbutanoate
• CAS: 1207290-92-3
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: JDPBKKCNSUCYLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-苯基双(三氟甲烷磺酰)亚胺 、 allyl 3-oxo-2-phenylbutanoate 在 双(三甲基硅烷基)氨基钾 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  钯催化串联（E）-烯醇三氟甲磺酸酯的串联脱羧/消除炔烃

  摘要：

  描述了通过串联的Pd催化的烯醇三氟甲磺酸酯的脱羧/消除，温和地催化炔烃的合成。该方法的关键属性包括容易获得的起始原料，宽泛的官能团耐受性以及接近末端，内部和卤代炔烃的能力。该反应的初步范围在25个不同的实例上得到了证明，产率范围从63％到96％。

  DOI：

  10.1021/acs.orglett.6b01904
• 作为产物：
  描述：

  5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one 、 烯丙醇 反应 2.0h， 以85%的产率得到allyl 3-oxo-2-phenylbutanoate
  参考文献：
  名称：

  Highly efficient palladium-catalyzed Suzuki–Miyaura reactions of potassium aryltrifluoroborates with 5-iodo-1,3-dioxin-4-ones in water: an approach to α-aryl-β-ketoesters

  摘要：

  The high efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates 3 with 5-iodo-1,3-dioxin-4-ones 2a-b in water as only solvent in the presence of n-Bu4NOH as base is reported. The respective 5-aryl-1,3-dioxin-4-ones 4a-n were obtained in good to excellent yields. The catalyst system provides high efficiency at low load using electronically diverse coupling partners. The obtained 2,2,6-trimethyl-5-aryl-1,3-dioxin-4-ones were transformed into corresponding alpha-aryl-beta-ketoesters 6 by reaction with an alcohol in the absence of solvent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.027

文献信息

• US4607098A
  申请人：——

  公开号：US4607098A

  公开（公告）日：1986-08-19
• US4757135A
  申请人：——

  公开号：US4757135A

  公开（公告）日：1988-07-12
• Highly efficient palladium-catalyzed Suzuki–Miyaura reactions of potassium aryltrifluoroborates with 5-iodo-1,3-dioxin-4-ones in water: an approach to α-aryl-β-ketoesters
  作者：Adriano S. Vieira、Rodrigo L.O.R. Cunha、Clécio F. Klitzke、Julio Zukerman-Schpector、Hélio A. Stefani

  DOI：10.1016/j.tet.2009.11.027

  日期：2010.1

  The high efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates 3 with 5-iodo-1,3-dioxin-4-ones 2a-b in water as only solvent in the presence of n-Bu4NOH as base is reported. The respective 5-aryl-1,3-dioxin-4-ones 4a-n were obtained in good to excellent yields. The catalyst system provides high efficiency at low load using electronically diverse coupling partners. The obtained 2,2,6-trimethyl-5-aryl-1,3-dioxin-4-ones were transformed into corresponding alpha-aryl-beta-ketoesters 6 by reaction with an alcohol in the absence of solvent. (C) 2009 Elsevier Ltd. All rights reserved.
• Palladium-Catalyzed Synthesis of Alkynes via a Tandem Decarboxylation/Elimination of (<i>E</i>)-Enol Triflates
  作者：Charissa Munteanu、Doug E. Frantz

  DOI：10.1021/acs.orglett.6b01904

  日期：2016.8.19

  catalytic synthesis of alkynes via a tandem Pd-catalyzed decarboxylation/elimination of enol triflates is described. Key attributes of the method include readily available starting materials, broad functional group tolerance, and the ability to access terminal, internal, and halogenated alkynes. The preliminary scope of the reaction is demonstrated on 25 different examples with yields ranging from 63% to

  描述了通过串联的Pd催化的烯醇三氟甲磺酸酯的脱羧/消除，温和地催化炔烃的合成。该方法的关键属性包括容易获得的起始原料，宽泛的官能团耐受性以及接近末端，内部和卤代炔烃的能力。该反应的初步范围在25个不同的实例上得到了证明，产率范围从63％到96％。