2-(4-(tert-butyl)phenyl)-5-(4-fluorophenyl)oxazole | 1187828-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-(tert-butyl)phenyl)-5-(4-fluorophenyl)oxazole
• 英文别名: 2-(4-Tert-butylphenyl)-5-(4-fluorophenyl)-1,3-oxazole；2-(4-tert-butylphenyl)-5-(4-fluorophenyl)-1,3-oxazole
• CAS: 1187828-76-7
• 化学式: C₁₉H₁₈FNO
• 分子量: 295.356
• InChiKey: CAYBIFGSXOHXNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-1-fluoro-4-(2-bromovinyl)benzene 在 dipotassium peroxodisulfate 、 copper(l) iodide 、 烟酸乙酯 、 四丁基溴化铵 、 potassium carbonate 、 copper(ll) bromide 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 42.0h， 生成 2-(4-(tert-butyl)phenyl)-5-(4-fluorophenyl)oxazole
  参考文献：
  名称：

  Room Temperature Copper(II)-Catalyzed Oxidative Cyclization of Enamides to 2,5-Disubstituted Oxazoles via Vinylic C–H Functionalization

  摘要：

  A copper(11)-catalyzed oxidative cyclization of enamides to oxazoles via vinylic C-H bond functionalization at room temperature is described. Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl substituents could be synthesized in moderate to high yields. This reaction protocol is complementary to our previously reported iodine-mediated cyclization of enamides to afford 2,4,5-trisubstituted oxazoles.

  DOI：

  10.1021/jo301332s

文献信息

• One-pot synthesis of oxazoles using isocyanide surrogates
  作者：Laurent El Kaim、Laurence Grimaud、Aurélie Schiltz

  DOI：10.1016/j.tetlet.2009.07.001

  日期：2009.9

  We wish to present herein a simple one-pot synthesis of 2,5-disubstituted oxazoles, starting from benzyl halides and acyl chlorides. The in situ formation of isocyanides, followed by the addition of an acyl chloride in the presence of a base leads to the desired oxazoles in good yields.

  我们希望在本文中从苄基卤化物和酰氯开始，简单地一锅合成2，5-二取代的恶唑。原位形成异氰酸酯，然后在碱的存在下加入酰氯，可以高收率得到所需的恶唑。
• Room Temperature Copper(II)-Catalyzed Oxidative Cyclization of Enamides to 2,5-Disubstituted Oxazoles via Vinylic C–H Functionalization
  作者：Chi Wai Cheung、Stephen L. Buchwald

  DOI：10.1021/jo301332s

  日期：2012.9.7

  A copper(11)-catalyzed oxidative cyclization of enamides to oxazoles via vinylic C-H bond functionalization at room temperature is described. Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl substituents could be synthesized in moderate to high yields. This reaction protocol is complementary to our previously reported iodine-mediated cyclization of enamides to afford 2,4,5-trisubstituted oxazoles.