(5-甲氧基-2-((三甲基甲硅烷基)乙炔基)苯基)三甲基硅烷 | 136053-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (5-甲氧基-2-((三甲基甲硅烷基)乙炔基)苯基)三甲基硅烷
• 英文名称: 4-Methoxy-2-trimethylsilanyl-1-trimethylsilanylethynyl-benzene
• 英文别名: [5-Methoxy-2-(2-trimethylsilylethynyl)phenyl]-trimethylsilane
• CAS: 136053-40-2
• 化学式: C₁₅H₂₄OSi₂
• 分子量: 276.526
• InChiKey: WSLKFVUEAAIAQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (5-甲氧基-2-((三甲基甲硅烷基)乙炔基)苯基)三甲基硅烷 在 四丁基氟化铵 作用下， 以93%的产率得到4-乙炔基苯甲醚
  参考文献：
  名称：

  Regiospesific Synthesis of Polysubstituted Phenols via the Palladium-Catalyzed Enyne−Diyne [4 + 2] Cross-Benzannulation Pathway

  摘要：

  An efficient method for the synthesis of polysubstituted phenols via the consecutive palladium-catalyzed enyne-diyne [4 + 2] cross-benzannulation reaction and subsequent deprotection step was developed. In all cases, the reactions proceeded in a regiospecific manner affording the corresponding polysubstituted phenols in good overall yields. It was shown that a more useful one-pot methodology could be applied to the synthesis of polysubstituted phenols 4a-e. The synthetically useful p-methoxyphenylacetylene 13 and its monosilylated derivative 12 were smoothly prepared via exhaustive or partial desilylation of bis-silylated aromatic adduct 8c, respectively.

  DOI：

  10.1021/jo971817m
• 作为产物：
  描述：

  2-methoxy-but-1-en-3-yne 、 1,4-双(三甲硅基)-1,3-丁二炔 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以36%的产率得到1-Methoxy-4-(1-methoxy-vinyl)-benzene
  参考文献：
  名称：

  Regiospesific Synthesis of Polysubstituted Phenols via the Palladium-Catalyzed Enyne−Diyne [4 + 2] Cross-Benzannulation Pathway

  摘要：

  An efficient method for the synthesis of polysubstituted phenols via the consecutive palladium-catalyzed enyne-diyne [4 + 2] cross-benzannulation reaction and subsequent deprotection step was developed. In all cases, the reactions proceeded in a regiospecific manner affording the corresponding polysubstituted phenols in good overall yields. It was shown that a more useful one-pot methodology could be applied to the synthesis of polysubstituted phenols 4a-e. The synthetically useful p-methoxyphenylacetylene 13 and its monosilylated derivative 12 were smoothly prepared via exhaustive or partial desilylation of bis-silylated aromatic adduct 8c, respectively.

  DOI：

  10.1021/jo971817m

文献信息

• Yamaguchi, Masahiko; Tsukamoto, Yukiharu; Ikeura, Chinatsu, Chemistry Letters, 1991, p. 1259 - 1262
  作者：Yamaguchi, Masahiko、Tsukamoto, Yukiharu、Ikeura, Chinatsu、Nakamura, Shigeo、Minami, Toru

  DOI：——

  日期：——
• Regiospesific Synthesis of Polysubstituted Phenols via the Palladium-Catalyzed Enyne−Diyne [4 + 2] <i>Cross</i>-Benzannulation Pathway
  作者：Vladimir Gevorgyan、Long Guo Quan、Yoshinori Yamamoto

  DOI：10.1021/jo971817m

  日期：1998.2.1

  An efficient method for the synthesis of polysubstituted phenols via the consecutive palladium-catalyzed enyne-diyne [4 + 2] cross-benzannulation reaction and subsequent deprotection step was developed. In all cases, the reactions proceeded in a regiospecific manner affording the corresponding polysubstituted phenols in good overall yields. It was shown that a more useful one-pot methodology could be applied to the synthesis of polysubstituted phenols 4a-e. The synthetically useful p-methoxyphenylacetylene 13 and its monosilylated derivative 12 were smoothly prepared via exhaustive or partial desilylation of bis-silylated aromatic adduct 8c, respectively.