2-[3-(3,4-dimethoxyphenyl)propyl]cyclohexane-1,3-dione | 327621-48-7

• 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-[3-(3,4-dimethoxyphenyl)propyl]cyclohexane-1,3-dione
• CAS: 327621-48-7
• 化学式: C₁₇H₂₂O₄
• 分子量: 290.359
• InChiKey: NANALLAAGOORFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[3-(3,4-dimethoxyphenyl)propyl]cyclohexane-1,3-dione 在 2,2,2-三氟乙醇 、 [双(三氟乙酰氧基)碘]苯 作用下， 反应 0.5h， 以70%的产率得到3',4'-dihydro-6',7'-dimethoxyspiro[cyclohexane-1,1'-2'H-naphthalene]-2,6-dione
  参考文献：
  名称：

  Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds

  摘要：

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.

  DOI：

  10.1021/jo000953f
• 作为产物：
  描述：

  3,4-二甲氧基苯丙酸 在 咪唑 、 lithium aluminium tetrahydride 、 碘 、 叔丁基锂 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 2-[3-(3,4-dimethoxyphenyl)propyl]cyclohexane-1,3-dione
  参考文献：
  名称：

  Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds

  摘要：

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.

  DOI：

  10.1021/jo000953f

文献信息

• Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds
  作者：Mitsuhiro Arisawa、Namakkal G. Ramesh、Makiko Nakajima、Hirofumi Tohma、Yasuyuki Kita

  DOI：10.1021/jo000953f

  日期：2001.1.1

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.