| 1360733-85-2

• CAS: 1360733-85-2
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: LIJZKJQUWUHMMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 N-氟代双苯磺酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成 i-propyl-3-cyclohexylidene-2-fluoroacrylate
  参考文献：
  名称：

  α-Fluoroallenoate Synthesis via N-Heterocyclic Carbene-Catalyzed Fluorination Reaction of Alkynals

  摘要：

  The first catalytic alpha-fluoroallenoate synthesis is described. With a suitable combination of N-heterocyclic carbene precatalyst, base, and fluorine reagent, the reaction proceeded smoothly to yield a wide range of alpha-fluoroallenoates with excellent chemoselectivity. These substituted alpha-fluorinated allenoates have been synthesized for the first time, and they are versatile synthetic intermediates toward other useful fluorine-containing building blocks.

  DOI：

  10.1021/acs.orglett.5b03615
• 作为产物：
  描述：

  1-(3-((t-butyldimethylsilyl)oxy)prop-1-yn-1-yl)cyclohexan-1-ol 在 正丁基锂 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  α-Fluoroallenoate Synthesis via N-Heterocyclic Carbene-Catalyzed Fluorination Reaction of Alkynals

  摘要：

  The first catalytic alpha-fluoroallenoate synthesis is described. With a suitable combination of N-heterocyclic carbene precatalyst, base, and fluorine reagent, the reaction proceeded smoothly to yield a wide range of alpha-fluoroallenoates with excellent chemoselectivity. These substituted alpha-fluorinated allenoates have been synthesized for the first time, and they are versatile synthetic intermediates toward other useful fluorine-containing building blocks.

  DOI：

  10.1021/acs.orglett.5b03615

文献信息

• <i>N</i>-Heterocyclic Carbene-Catalyzed Internal Redox Reaction of Alkynals: An Efficient Synthesis of Allenoates
  作者：Yu-Ming Zhao、Yik Tam、Yu-Jie Wang、Zigang Li、Jianwei Sun

  DOI：10.1021/ol300111m

  日期：2012.3.16

  An efficient N-heterocyclic carbene (NHC)-catalyzed internal redox reaction of alkynals that bear a y leaving group has been developed. This process provides a new access to a range of allenoates in good yields. Preliminary results demonstrate that the enantioselective variant can also be achieved.