3-methoxyphenyllead triacetate | 53034-26-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-methoxyphenyllead triacetate
• 英文别名: [Diacetyloxy-(3-methoxyphenyl)plumbyl] acetate
• CAS: 53034-26-7
• 化学式: C₁₃H₁₆O₇Pb
• 分子量: 491.466
• InChiKey: NJKIRCYMCYBSDB-UHFFFAOYSA-K

物化性质

• 熔点：
  98-99 °C
• 沸点：
  417.1±47.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-methoxyphenyllead triacetate 在 吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 18.0h， 生成 Trifluoro-methanesulfonic acid 4-(3-methoxy-phenyl)-2-oxo-2H-chromen-3-yl ester
  参考文献：
  名称：

  Donnelly, Dervilla M. X.; Finet, Jean-Pierre; Guiry, Patrick J., Journal of the Chemical Society. Perkin transactions I, 1990, # 10, p. 2851 - 2852

  摘要：

  DOI：
• 作为产物：
  描述：

  bis(3-methoxyphenyl)mercury 、 lead(IV) acetate 以10%的产率得到
  参考文献：
  名称：

  BELL H. C.; KALMAN J. R.; PINHEY J. T.; STERNHELL S., AUSTRAL. J. CHEM., 1979, 32, NO 7, 1521-1530

  摘要：

  DOI：

文献信息

• Pyrrolidinones derived from (S )-pyroglutamic acid. Part 2. Conformationally constrained kainoid analogues
  作者：James Dyer、Amanda King、Steve Keeling、Mark G. Moloney

  DOI：10.1039/b002001j

  日期：——

  Novel conformationally constrained glutamate analogues are readily available from (S)-pyroglutamic acid using a bicyclic lactam as a synthetic template; diastereocontrolled modification of the pyrrolidine ring using a sequential conjugate addition–substitution strategy permits access to several kainoid analogues in a versatile strategy. The pyrrolidinone ring conformation appears to be controllable by the nature of remote substituents on the heterocyclic ring.

  利用双环内酰胺作为合成模板，可以很容易地从(S)-焦谷氨酸中获得构象受限的新型谷氨酸类似物；利用顺序共轭加成-取代策略对吡咯烷环进行非对映控制修饰，可以通过多功能策略获得多种类缬氨酸类似物。吡咯烷酮环的构象似乎可以通过杂环上的远程取代基的性质来控制。
• Enantioselective Synthesis of Sterically Hindered α‐Allyl‐α‐Aryl Lactams via Palladium‐Catalysed Decarboxylative Asymmetric Allylic Alkylation
  作者：Declan J. Galvin、Patrick J. Guiry

  DOI：10.1002/ejoc.202400314

  日期：2024.6.17

  The Pd-catalysed decarboxylative asymmetric allylic alkylation (DAAA) of sterically hindered α-aryl,β-amido allyl ester lactams has been developed. The key step in the synthesis of a range of α-aryl lactam substrates for catalysis was a Pb-mediated α-arylation. A substrate scope of 11 examples of DAAA showed that products containing the di-ortho-methoxy-substituted phenyls and naphthyl groups gave

  已开发出 Pd 催化的空间位阻 α-芳基,β-酰胺基烯丙基酯内酰胺的脱羧不对称烯丙基烷基化 (DAAA)。合成一系列用于催化的 α-芳基内酰胺底物的关键步骤是 Pb 介导的 α-芳基化。 11 个 DAAA 实例的底物范围表明，含有二邻甲氧基取代的苯基和萘基的产物产生了高达 82 % ee 的最高对映选择性。
• Barton, Derek H. R.; Donnelly, Dervilla, M. X.; Finet, Jean-Pierre, Journal of the Chemical Society. Perkin transactions I, 1991, # 9, p. 2095 - 2102
  作者：Barton, Derek H. R.、Donnelly, Dervilla, M. X.、Finet, Jean-Pierre、Guiry, Patrick J.

  DOI：——

  日期：——
• Barton, Derek H. R.; Donnelly, Dervilla M. X.; Finet, Jean-Pierre, Journal of the Chemical Society. Perkin transactions I, 1992, p. 1365 - 1376
  作者：Barton, Derek H. R.、Donnelly, Dervilla M. X.、Finet, Jean-Pierre、Guiry, Patrick J.

  DOI：——

  日期：——
• Arylation of α-(phenylthio)ketones with aryllead(<scp>IV</scp>) derivatives: application to the synthesis of 2-arylbenzofuran-3(2H)-one derivatives
  作者：Dervilla M. X. Donnelly、Joshua M. Kielty、Antoine Cormons、Jean-Pierre Finet

  DOI：10.1039/p19930002069

  日期：——

  The reaction of aryllead(IV) triacetates with benzofuran-3(2H)-one 1 yields the 2,2-diarylated ketone or the monoarylated ketone with the hindered lead reagent 15. 2-Phenylthiobenzofuran-3(2H)-one 2 was easily arylated with a wide range of aryllead reagents to give arylated ketones in 29-92% yields. Alpha-acetoxylation was observed only as a side reaction with hindered lead reagents, bearing ortho-substituents.