4-Iodo-1-oxaspiro[4.5]dec-3-en-2-one | 1039748-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 4-Iodo-1-oxaspiro[4.5]dec-3-en-2-one
• CAS: 1039748-01-0
• 化学式: C₉H₁₁IO₂
• 分子量: 278.09
• InChiKey: WALWUGYZDHDGQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  1-(1-(allyloxy)prop-2-yn-1-yl)-4-fluorobenzene 、 4-Iodo-1-oxaspiro[4.5]dec-3-en-2-one 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  Pd-Catalyzed Sequential Reactions via Allene Intermediate for the Synthesis of Polycyclic Frameworks Containing 2,3-Dihydrofuran Units

  摘要：

  A stepwise process involving Sonogashira coupling, propargyl allenyl isomerization, and consecutive [4 + 2] cyclization has been realized, leading to an efficient synthesis of polycyclic compounds containing a 2,3-dihydrofuran unit. Most attractive for synthetic interest is the finding that up to four stereogenic centers could be generated in one step with high stereoselectivity.

  DOI：

  10.1021/ol801139b

文献信息

• Palladium-Catalyzed Sequential Reactions via Allene Intermediates for the Rapid Synthesis of Fused Polycyclic Pyrrole Derivatives
  作者：Xian Huang、Shugao Zhu、Ruwei Shen

  DOI：10.1002/adsc.200900503

  日期：2009.12

  In this paper, we report a novel sequential reaction sequence consisting of a series of processes including Sonogashira coupling, propargyl-allenyl isomerization, [3+2] cycloaddition, denitrogenation, and highly selective biradical coupling reaction, providing an efficient synthesis of fused polycyclic pyrrole derivatives. The reaction features one CC bond and two CN bonds formed to construct the pyrrole

  在本文中，我们报告了一种新颖的顺序反应序列，该序列由一系列过程组成，包括Sonogashira偶联，炔丙基-烯丙基异构化，[3 + 2]环加成，脱氮和高度选择性的双自由基偶联反应，可提供稠合多环吡咯的有效合成衍生品。该反应的特征是形成一个CC键和两个CN键以构建吡咯单元，以及在一个冲程中有效组装的两个环。
• Facile Synthesis of Polycyclic Fluorene Derivatives<i>via</i>a Palladium-Catalyzed Coupling, Propargyl-Allenyl Isomerization and Schmittel Cyclization Sequence
  作者：Ruwei Shen、Linzhu Chen、Xian Huang

  DOI：10.1002/adsc.200900600

  日期：2009.11

  A stepwise process involving Sonogashira coupling, propargyl-allenyl isomerization and Schmittel cyclization has been realized, leading to an efficient synthesis of polycyclic fluorene derivatives from readily available starting materials. The reaction features the formation of three new carbon-carbon bonds to construct the benzene unit together with an efficient assembly of three or four rings in

  已经实现了涉及Sonogashira偶联，炔丙基-烯基异构化和Schmittel环化的逐步过程，从而导致了从容易获得的起始原料有效合成多环芴衍生物的方法。该反应的特征是在一个操作步骤中形成了三个新的碳-碳键以构建苯单元，以及三个或四个环的有效组装。