2,2-dideuterotetrahydrofuran | 1422199-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 2,2-dideuterotetrahydrofuran
• CAS: 1422199-40-3
• 化学式: C₄H₈O
• 分子量: 74.091
• InChiKey: WYURNTSHIVDZCO-SMZGMGDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  5.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate 、 2,2-dideuterotetrahydrofuran 、 (tBuCN)2Cu*OTf 生成
  参考文献：
  名称：

  Copper-Mediated Fluorination of Arylboronate Esters. Identification of a Copper(III) Fluoride Complex

  摘要：

  A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl- copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.

  DOI：

  10.1021/ja310909q
• 作为产物：
  描述：

  1,1-dideutero-1,4-butanediol 在 磷酸 作用下， 以 水 为溶剂， 反应 24.0h， 生成 2,2-dideuterotetrahydrofuran
  参考文献：
  名称：

  Copper-Mediated Fluorination of Arylboronate Esters. Identification of a Copper(III) Fluoride Complex

  摘要：

  A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl- copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.

  DOI：

  10.1021/ja310909q

文献信息

• Selective aerobic oxidation of cyclic ethers to lactones over Au/CeO₂ without any additives
  作者：Shulin Liu、Shaopeng Li、Xiaojun Shen、Yanyan Wang、Juan Du、Bingfeng Chen、Buxing Han、Huizhen Liu

  DOI：10.1039/c9cc09480f

  日期：——

  Selective oxidation of ethers to lactones with O2 as a benign oxidant using Au/CeO2 as the catalyst has been developed. The oxygen vacancies and Au0 species on the surface of CeO2 contribute to the activation of O2. The excellent selectivity of lactones is due to the adsorption of ethers and activation of the C(sp3)-H bond on Au/CeO2.

  已经开发了使用Au / CeO2作为催化剂，使用O2作为良性氧化剂将醚选择性氧化为内酯的方法。 表面的氧空位和Au0物种有助于O2的活化。内酯的优异选择性是由于醚的吸附和Au / 上C（sp3）-H键的活化所致。