1-[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethanone
• 化学式: C₁₂H₁₀FNO₂
• mdl: MFCD11200466
• 分子量: 219.215
• InChiKey: CPLYZLWOPOUITH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethanone 在 溴 作用下， 以 氯仿 为溶剂， 以95%的产率得到2-bromo-1-[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethanone
  参考文献：
  名称：

  Synthesis and spectral properties of 3-(2-aryl-5-methyl-1,3-oxazol- 4-yl)-2-(2,5-dimethylthiophen-3-yl)cyclopent-2-en-1-ones

  摘要：

  Alkylation of ethyl 4-(2,5-dimethylthiophen-3-yl)-3-oxobutanoate with 2-aryl-4-bromoacetyl-5-methyl-1,3-oxazole followed by decarboxylation cyclization of the intermediate, diketo ester affords the title photochromic compounds. Relationship between the fluorescent characteristics, thermal stability of photoinduced form as well as quantum yields of photochemical reactions and the structure of these compounds was evaluated.

  DOI：

  10.1016/j.mencom.2014.09.010
• 作为产物：
  描述：

  2,3,4-戊三酮肟 (6ci,7ci,8ci,9ci) 在 盐酸 、 溶剂黄146 、 锌 作用下， 生成 1-[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]ethanone
  参考文献：
  名称：

  Synthesis and spectral properties of 3-(2-aryl-5-methyl-1,3-oxazol- 4-yl)-2-(2,5-dimethylthiophen-3-yl)cyclopent-2-en-1-ones

  摘要：

  Alkylation of ethyl 4-(2,5-dimethylthiophen-3-yl)-3-oxobutanoate with 2-aryl-4-bromoacetyl-5-methyl-1,3-oxazole followed by decarboxylation cyclization of the intermediate, diketo ester affords the title photochromic compounds. Relationship between the fluorescent characteristics, thermal stability of photoinduced form as well as quantum yields of photochemical reactions and the structure of these compounds was evaluated.

  DOI：

  10.1016/j.mencom.2014.09.010

文献信息

• Practical Deoxygenation of Oxazole N-Oxides by PCl3/Collidine
  作者：Valerii Shirinian、Ilya Lonshakov、Alexey Zakharov、Andrey Lvov、Mikhail Krayushkin

  DOI：10.1055/s-0037-1610278

  日期：2019.1

  by deoxygenation of the corresponding N-oxides has been developed. As the deoxygenation reagent, a previously unknown complex of collidine with phosphorus trichloride in a 2:1 ratio has been used. The developed method enabled the preparation of a wide range of 2-aryl-1,3-oxazoles comprising various functional groups in good yields. The advantage of this reagent is its tolerance to nitro, methyl, hydroxyl

  摘要 已经开发了通过相应的N-氧化物的脱氧合成2-芳基-1，3-恶唑的新的化学选择性方法。作为脱氧剂，使用了以前未知的可力丁与三氯化磷的比例为2：1的络合物。所开发的方法使得能够以高收率制备包含各种官能团的各种2-芳基-1,3-恶唑。该试剂的优点是对硝基，甲基，羟基，甲酰基和乙酰基以及双键具有耐受性。由于化学选择性和试剂的可获得性，该方法可用于其他杂环化合物（噻唑，吡啶，喹啉等）的N-氧化物脱氧。 已经开发了通过相应的N-氧化物的脱氧合成2-芳基-1，3-恶唑的新的化学选择性方法。作为脱氧剂，使用了以前未知的可力丁与三氯化磷的比例为2：1的络合物。所开发的方法使得能够以高收率制备包含各种官能团的各种2-芳基-1,3-恶唑。该试剂的优点是对硝基，甲基，羟基，甲酰基和乙酰基以及双键具有耐受性。由于化学选择性和试剂的可获得性，该方法可用于其他杂环化合物（噻唑，吡啶，喹啉等）的N-氧化物脱氧。
• Synthesis and spectral properties of 3-(2-aryl-5-methyl-1,3-oxazol- 4-yl)-2-(2,5-dimethylthiophen-3-yl)cyclopent-2-en-1-ones
  作者：Andrey G. Lvov、Valerii Z. Shirinian、Alexey M. Kavun、Mikhail M. Krayushkin

  DOI：10.1016/j.mencom.2014.09.010

  日期：2014.9

  Alkylation of ethyl 4-(2,5-dimethylthiophen-3-yl)-3-oxobutanoate with 2-aryl-4-bromoacetyl-5-methyl-1,3-oxazole followed by decarboxylation cyclization of the intermediate, diketo ester affords the title photochromic compounds. Relationship between the fluorescent characteristics, thermal stability of photoinduced form as well as quantum yields of photochemical reactions and the structure of these compounds was evaluated.