2-fluoro-1-trimethylsilyloxy-1,3-butadiene | 148541-85-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-fluoro-1-trimethylsilyloxy-1,3-butadiene
• 英文别名: [(1Z)-2-fluorobuta-1,3-dienoxy]-trimethylsilane
• CAS: 148541-85-9
• 化学式: C₇H₁₃FOSi
• 分子量: 160.264
• InChiKey: SSRGKVPFCLKWIB-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-氯-1-亚硝基环己烷 、 2-fluoro-1-trimethylsilyloxy-1,3-butadiene 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 2-(1-cyclohexenyl)-5-fluoro-6-trimethylsilyloxy-3,6-dihydro-1,2-oxazine
  参考文献：
  名称：

  A novel and versatile access to fluorinated carbo- and heterocyclic compounds employing electron-rich fluorodienes as cycloaddition components

  摘要：

  The readily accessible 2-fluoro-1-trimethylsilyloxy-1,3-dienes undergo Diels-Alder type cycloaddition with a variety of dienophiles under mild conditions. In this way, fluoro-2-cyclohexenols, fluoro-2,5-dihydropyranols, fluoro-2,5-dihydro-2-pyridinols, fluoropyridines, fluoro-3,6-dihydro-1,2-oxazines and fluoropyrroles can be efficiently prepared.

  DOI：

  10.1016/s0040-4020(01)90196-6
• 作为产物：
  描述：

  三甲基氯硅烷 、 2-fluoro-but-2-enal 在 三乙胺 、 zinc(II) chloride 作用下， 以 苯 为溶剂， 反应 5.0h， 以67%的产率得到2-fluoro-1-trimethylsilyloxy-1,3-butadiene
  参考文献：
  名称：

  The diels-alder approach to musk odor type arenes

  摘要：

  The readily accessible 2-halogeno-1-trimethylsilyloxy-1,3-butadienes react smoothly with dimethyl acetylenedicarboxylate to afford 4-halophthalic esters. One of these cycloadducts was subsequently converted into heterocyclic analogues of phantolide like musk fragrances.

  DOI：

  10.1016/s0040-4020(01)88354-x

文献信息

• The diels-alder approach to musk odor type arenes
  作者：Guo-qiang Shi、Sylvain Cottens、Sayed Ahmed Shiba、Schlosser Manfred

  DOI：10.1016/s0040-4020(01)88354-x

  日期：1992.11

  The readily accessible 2-halogeno-1-trimethylsilyloxy-1,3-butadienes react smoothly with dimethyl acetylenedicarboxylate to afford 4-halophthalic esters. One of these cycloadducts was subsequently converted into heterocyclic analogues of phantolide like musk fragrances.
• A novel and versatile access to fluorinated carbo- and heterocyclic compounds employing electron-rich fluorodienes as cycloaddition components
  作者：Guo-qiang Shi、Manfred Schlosser

  DOI：10.1016/s0040-4020(01)90196-6

  日期：1993.2

  The readily accessible 2-fluoro-1-trimethylsilyloxy-1,3-dienes undergo Diels-Alder type cycloaddition with a variety of dienophiles under mild conditions. In this way, fluoro-2-cyclohexenols, fluoro-2,5-dihydropyranols, fluoro-2,5-dihydro-2-pyridinols, fluoropyridines, fluoro-3,6-dihydro-1,2-oxazines and fluoropyrroles can be efficiently prepared.