5-(pent-4-enyloxy)benzo[1,3]dioxole | 195250-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-(pent-4-enyloxy)benzo[1,3]dioxole
• 英文别名: 5-Pent-4-enoxy-1,3-benzodioxole
• CAS: 195250-19-2
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: IDTWLLQFRBCASE-UHFFFAOYSA-N

物化性质

• 沸点：
  295.1±19.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(pent-4-enyloxy)benzo[1,3]dioxole 在 硫酸 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以42%的产率得到5-((tetrahydrofuran-2-yl)methyl)benzo[d][1,3]dioxole
  参考文献：
  名称：

  Intramolecular Photochemical Reactions of Bichromophoric 3-(Alkenyloxy)phenols and 1-(Alkenyloxy)-3-(alkyloxy)benzene Derivatives. Acid-Catalyzed Transformations of the Primary Cycloadducts

  摘要：

  Irradiation of 3-(alkenyloxy)phenols and 1-(alkenyloxy)-3-(alkyloxy)benzene derivatives, at lambda = 254 nm in acidic media, yields benzocyclobutenes, 3-alkylphenols, 3-alkylanisols, and 4-alkyl-1,2-dialkyloxybenzenes depending on the substitution pattern of the aromatic ring and the olefinic side chain. The final products are derived from an intramolecular [2 + 2] photocycloaddition and acidic rearrangements from a common intermediate.

  DOI：

  10.1021/jo970554t
• 作为产物：
  描述：

  芝麻酚 、 toluene-4-sulfonic acid pent-4-enyl ester 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以72%的产率得到5-(pent-4-enyloxy)benzo[1,3]dioxole
  参考文献：
  名称：

  Intramolecular Photochemical Reactions of Bichromophoric 3-(Alkenyloxy)phenols and 1-(Alkenyloxy)-3-(alkyloxy)benzene Derivatives. Acid-Catalyzed Transformations of the Primary Cycloadducts

  摘要：

  Irradiation of 3-(alkenyloxy)phenols and 1-(alkenyloxy)-3-(alkyloxy)benzene derivatives, at lambda = 254 nm in acidic media, yields benzocyclobutenes, 3-alkylphenols, 3-alkylanisols, and 4-alkyl-1,2-dialkyloxybenzenes depending on the substitution pattern of the aromatic ring and the olefinic side chain. The final products are derived from an intramolecular [2 + 2] photocycloaddition and acidic rearrangements from a common intermediate.

  DOI：

  10.1021/jo970554t

文献信息

• Electrochemical NiH‐Catalyzed C(sp³)−C(sp³) Coupling of Alkyl Halides and Alkyl Alkenes
  作者：Pengfei Li、Guangsheng Kou、Tian Feng、Minyan Wang、Youai Qiu

  DOI：10.1002/anie.202311941

  日期：2023.10.26

  NiH-catalyzed Csp3−Csp3 coupling of alkyl halides and alkyl alkenes has been established, providing tunable linear and branched products. Alkyl halides perform dual function as both coupling substrates and hydrogen sources in this reaction. Excellent functional group tolerance and broad substrate scope can be extended to late-stage modification of natural products and drug molecular structures.

  已经建立了电化学驱动的 NiH 催化Csp 3 - Csp 3烷基卤化物和烷基烯烃偶联的通用方案，提供了可调的线性和支化产物。在此反应中，烷基卤化物具有作为偶联底物和氢源的双重功能。优异的官能团耐受性和广泛的底物范围可扩展到天然产物和药物分子结构的后期修饰。
• Intramolecular Photochemical Reactions of Bichromophoric 3-(Alkenyloxy)phenols and 1-(Alkenyloxy)-3-(alkyloxy)benzene Derivatives. Acid-Catalyzed Transformations of the Primary Cycloadducts
  作者：Norbert Hoffmann、Jean-Pierre Pete

  DOI：10.1021/jo970554t

  日期：1997.10.1

  Irradiation of 3-(alkenyloxy)phenols and 1-(alkenyloxy)-3-(alkyloxy)benzene derivatives, at lambda = 254 nm in acidic media, yields benzocyclobutenes, 3-alkylphenols, 3-alkylanisols, and 4-alkyl-1,2-dialkyloxybenzenes depending on the substitution pattern of the aromatic ring and the olefinic side chain. The final products are derived from an intramolecular [2 + 2] photocycloaddition and acidic rearrangements from a common intermediate.