4-(1-butyl-1,2-propadienyl)-1-methoxybenzene | 1020255-02-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(1-butyl-1,2-propadienyl)-1-methoxybenzene
• 英文别名: 1-(hepta-1,2-dien-3-yl)-4-methoxybenzene
• CAS: 1020255-02-0
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: ULWRYBGHXFDOMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  4-(1-butyl-1,2-propadienyl)-1-methoxybenzene 在 gold(III) chloride 、 亚硝基苯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 1-(hepta-1,3-dien-3-yl)-4-methoxybenzene 、 1-(hepta-1,3-dien-3-yl)-4-methoxybenzene
  参考文献：
  名称：

  在环境条件下，金催化的未活化的烯类异构化成1，3-二烯。

  摘要：

  我们已经开发了一种金活化的未活化的烯与亚硝基苯作为添加剂的异构化成1,3-二烯的异构化方法。对于高度取代的烯基，该反应几乎仅在室温下进行。该反应的效用通过烯丙基和反应性烯烃的一锅[4 + 2]-环加成反应得以体现。

  DOI：

  10.1039/c2cc32131a
• 作为产物：
  描述：

  在 甲基锂 作用下， 以 乙醚 为溶剂， 反应 1.5h， 生成 4-(1-butyl-1,2-propadienyl)-1-methoxybenzene
  参考文献：
  名称：

  Cobalt-Catalyzed Asymmetric Addition of Silylacetylenes to 1,1-Disubstituted Allenes

  摘要：

  The asymmetric addition of silylacetylenes to 1,1-disubstituted allenes proceeded in the presence of a cobalt/chiral bisphosphine ligand to give the corresponding enynes with high enantioselectivity. The results of deuterium-labeling experiments indicated that a hydrogen atom at the chiral center is originated from the terminal alkyne, and they were in good agreement with the proposed catalytic cycle where enantioselectivity is determined by the reaction of the proposed pi-allylcobalt intermediate with the terminal alkyne.

  DOI：

  10.1021/jo401604n

文献信息

• Synthesis of Arylallenes by Palladium-Catalyzed Retro-Propargylation of Homopropargyl Alcohols
  作者：Sayuri Hayashi、Koji Hirano、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1021/ja800986m

  日期：2008.4.1

  Treatment of tertiary homopropargyl alcohol with aryl halide under palladium catalysis provided arylallenes regioselectively. The reaction includes retropropargylation, which proceeds in a concerted fashion via a cyclic transition state and transfers the stereochemistry of homopropargyl alcohols through C-C bond cleavage. The present method enables the use of homopropargyl alcohols as allenylmetal equivalents.
• Gold-catalyzed isomerization of unactivated allenes into 1,3-dienes under ambient conditions
  作者：Chun-Ming Ting、Yi-Ling Hsu、Rai-Shung Liu

  DOI：10.1039/c2cc32131a

  日期：——

  We have developed a gold-catalyzed isomerization of unactivated allenes into 1,3-dienes with nitrosobenzene as an additive. This reaction proceeded almost exclusively at room temperature for highly substituted allenes. The utility of this reaction is manifested by the development of one-pot [4+2]-cycloaddition of allenes and reactive alkenes.

  我们已经开发了一种金活化的未活化的烯与亚硝基苯作为添加剂的异构化成1,3-二烯的异构化方法。对于高度取代的烯基，该反应几乎仅在室温下进行。该反应的效用通过烯丙基和反应性烯烃的一锅[4 + 2]-环加成反应得以体现。
• Cobalt-Catalyzed Asymmetric Addition of Silylacetylenes to 1,1-Disubstituted Allenes
  作者：Takahiro Sawano、Keiyu Ou、Takahiro Nishimura、Tamio Hayashi

  DOI：10.1021/jo401604n

  日期：2013.9.20

  The asymmetric addition of silylacetylenes to 1,1-disubstituted allenes proceeded in the presence of a cobalt/chiral bisphosphine ligand to give the corresponding enynes with high enantioselectivity. The results of deuterium-labeling experiments indicated that a hydrogen atom at the chiral center is originated from the terminal alkyne, and they were in good agreement with the proposed catalytic cycle where enantioselectivity is determined by the reaction of the proposed pi-allylcobalt intermediate with the terminal alkyne.