dimethyl 2-(5-oxo-5-(p-tolyl)pentyl)malonate | 1567374-01-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl 2-(5-oxo-5-(p-tolyl)pentyl)malonate
• 英文别名: dimethyl 2-(5-oxo-5-(4-tolyl)pentyl)malonate
• CAS: 1567374-01-9
• 化学式: C₁₇H₂₂O₅
• 分子量: 306.359
• InChiKey: ZHDHZMGWDLTBPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(5-oxo-5-(p-tolyl)pentyl)malonate 在 potassium iodide 作用下， 以 甲醇 为溶剂， 以87%的产率得到dimethyl 2-(4-methylbenzoyl)cyclopentane-1,1-dicarboxylate
  参考文献：
  名称：

  Anodic cyclization of dimethyl 2-(5-aryl-5-oxopentyl)malonates into the corresponding dimethyl 2-aroylcyclopentane-1,1-dicarboxylates

  摘要：

  A wide range of dimethyl 2-(5-aryl-5-oxopentyl)malonates was electrooxidized in methanol, in the presence of catalytic amount of potassium iodide, to give the corresponding dimethyl 2-aroylcyclopentane-1,1-dicarboxylates in high yields.The reactions were carried out under extremely mild reaction conditions, in which the optimal amount of electrolytic current ranged from 2.24 to 2.35 Fmol(-1). The reaction presumably proceeded via a two-electron oxidation process, in which iodide ions played an important role as the electron carrier between the anode and the substrate. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.104
• 作为产物：
  描述：

  甲苯 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 dimethyl 2-(5-oxo-5-(p-tolyl)pentyl)malonate
  参考文献：
  名称：

  Anodic cyclization of dimethyl 2-(5-aryl-5-oxopentyl)malonates into the corresponding dimethyl 2-aroylcyclopentane-1,1-dicarboxylates

  摘要：

  A wide range of dimethyl 2-(5-aryl-5-oxopentyl)malonates was electrooxidized in methanol, in the presence of catalytic amount of potassium iodide, to give the corresponding dimethyl 2-aroylcyclopentane-1,1-dicarboxylates in high yields.The reactions were carried out under extremely mild reaction conditions, in which the optimal amount of electrolytic current ranged from 2.24 to 2.35 Fmol(-1). The reaction presumably proceeded via a two-electron oxidation process, in which iodide ions played an important role as the electron carrier between the anode and the substrate. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.104

文献信息

• The copper-catalyzed selective monoalkylation of active methylene compounds with alkylsilyl peroxides
  作者：Jiamin Lv、Weiping Xu、Hanbin Lu、Terumasa Kato、Yan Liu、Keiji Maruoka

  DOI：10.1039/d1ob00075f

  日期：——

  A novel method for a mild copper-catalyzed selective monoalkylation of active methylene compounds with various alkylsilyl peroxides has been developed. The reaction has a broad substrate scope and our mechanistic studies suggest the participation of radical species in this alkylation reaction.

  已经开发了一种用各种烷基甲硅烷基过氧化物进行活性亚甲基化合物的轻度铜催化选择性单烷基化的新方法。该反应具有广泛的底物范围，我们的机理研究表明自由基物种参与了该烷基化反应。