2,6-Dimethyl-4-<6-(methoxycarbonyl)-5-oxo-1-hexylidene>-2,5-cyclohexadien-1-one | 118630-83-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-Dimethyl-4-<6-(methoxycarbonyl)-5-oxo-1-hexylidene>-2,5-cyclohexadien-1-one
• 英文别名: Methyl 7-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-oxoheptanoate；methyl 7-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-oxoheptanoate
• CAS: 118630-83-4
• 化学式: C₁₆H₂₀O₄
• 分子量: 276.332
• InChiKey: RUZXQLNPVWMKEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-Dimethyl-4-<6-(methoxycarbonyl)-5-oxo-1-hexylidene>-2,5-cyclohexadien-1-one 生成 2-(4-Hydroxy-3,5-dimethyl-phenyl)-6-oxo-cyclohexanecarboxylic acid methyl ester
  参考文献：
  名称：

  para-Quinone methide initiated cyclization reactions

  摘要：

  DOI：

  10.1021/ja00185a058
• 作为产物：
  描述：

  4-(3-Bromopropyl)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethylbenzene 在 正丁基锂 、 四丁基氟化铵 、 sodium hydride 、 silver(l) oxide 作用下， 以 四氢呋喃 、 氘代氯仿 、 正己烷 为溶剂， 反应 2.38h， 生成 2,6-Dimethyl-4-<6-(methoxycarbonyl)-5-oxo-1-hexylidene>-2,5-cyclohexadien-1-one
  参考文献：
  名称：

  Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions

  摘要：

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.

  DOI：

  10.1021/jo00100a039

文献信息

• Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions
  作者：Steven R. Angle、Damian O. Arnaiz、James P. Boyce、Rogelio P. Frutos、Michael S. Louie、Heather L. Mattson-Arnaiz、Jon D. Rainier、Kenneth D. Turnbull、Wenjin Yang

  DOI：10.1021/jo00100a039

  日期：1994.10

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.
• para-Quinone methide initiated cyclization reactions
  作者：Steven R. Angle、Kenneth D. Turnbull

  DOI：10.1021/ja00185a058

  日期：1989.2