(4,4-dimethyl-2-oxazolin-2-yl)furan-2-yl-ketone | 1194064-62-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4,4-dimethyl-2-oxazolin-2-yl)furan-2-yl-ketone
• CAS: 1194064-62-4
• 化学式: C₁₀H₁₁NO₃
• 分子量: 193.202
• InChiKey: XXNXDPUESWXNLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  51.8
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4,4-dimethyl-2-oxazolin-2-yl)furan-2-yl-ketone 在 silica gel 作用下， 以 乙酸乙酯 为溶剂， 以98%的产率得到3-(2-furyl)-5,5-dimethyl-5,6-dihydro[1,4]oxazin-2-one
  参考文献：
  名称：

  Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation

  摘要：

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2009.08.040
• 作为产物：
  描述：

  呋喃甲酰氯 、 4,4-二甲基-2-氧唑啉 在 正丁基锂 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 正己烷 、 乙醚 为溶剂， 反应 0.33h， 以45%的产率得到(4,4-dimethyl-2-oxazolin-2-yl)furan-2-yl-ketone
  参考文献：
  名称：

  Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation

  摘要：

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2009.08.040

文献信息

• Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation
  作者：Leonardo Degennaro、Vito Capriati、Claudia Carlucci、Saverio Florio、Renzo Luisi、Irene Nuzzo、Corrado Cuocci

  DOI：10.1016/j.tet.2009.08.040

  日期：2009.10

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved