3-Methyl-4-phenyl-5,6,7,8-tetrahydroisochromen-1-one | 1104516-61-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3-Methyl-4-phenyl-5,6,7,8-tetrahydroisochromen-1-one
• 英文别名: 3-methyl-4-phenyl-5,6,7,8-tetrahydroisochromen-1-one
• CAS: 1104516-61-1
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: RSSSMNJWHSIQKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Methyl-4-phenyl-5,6,7,8-tetrahydroisochromen-1-one 、 丁炔二酸二甲酯 以 甲苯 为溶剂， 反应 24.0h， 生成 dimethyl 3-methyl-4-phenyl-5,6,7,8-tetrahydronaphthalene-1,2-dicarboxylate
  参考文献：
  名称：

  Rhenium-Catalyzed Synthesis of Multisubstituted Aromatic Compounds via C−C Single-Bond Cleavage

  摘要：

  A reaction between a beta-keto ester and an acetylene in the presence of a rhenium complex, [ReBr(CO)(3)(thf)](2), as a catalyst, provided a 2-pyranone derivative in excellent yield via retro-aldol reaction (C-C single bond cleavage). By adding an acetylene-bearing ester group(s) after the formation of 2-pyranones, an aromatization reaction proceeded and multisubstituted aromatic compounds were obtained in good to excellent yields.

  DOI：

  10.1021/ol801226t
• 作为产物：
  描述：

  ethyl 2-acetyl-8-phenyloct-7-ynoate 在 bromotricarbonyl(tetrahydrofuran)rhenium(I) dimer 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 3-Methyl-4-phenyl-5,6,7,8-tetrahydroisochromen-1-one
  参考文献：
  名称：

  Rhenium-Catalyzed Synthesis of Multisubstituted Aromatic Compounds via C−C Single-Bond Cleavage

  摘要：

  A reaction between a beta-keto ester and an acetylene in the presence of a rhenium complex, [ReBr(CO)(3)(thf)](2), as a catalyst, provided a 2-pyranone derivative in excellent yield via retro-aldol reaction (C-C single bond cleavage). By adding an acetylene-bearing ester group(s) after the formation of 2-pyranones, an aromatization reaction proceeded and multisubstituted aromatic compounds were obtained in good to excellent yields.

  DOI：

  10.1021/ol801226t

文献信息

• Rhenium-Catalyzed Synthesis of Multisubstituted Aromatic Compounds via C−C Single-Bond Cleavage
  作者：Yoichiro Kuninobu、Hisatsugu Takata、Atsushi Kawata、Kazuhiko Takai

  DOI：10.1021/ol801226t

  日期：2008.7.17

  A reaction between a beta-keto ester and an acetylene in the presence of a rhenium complex, [ReBr(CO)(3)(thf)](2), as a catalyst, provided a 2-pyranone derivative in excellent yield via retro-aldol reaction (C-C single bond cleavage). By adding an acetylene-bearing ester group(s) after the formation of 2-pyranones, an aromatization reaction proceeded and multisubstituted aromatic compounds were obtained in good to excellent yields.