1-naphthyl-5-(4-chlorophenyl)-4,5-dihydro-1,2-oxazole | 142746-05-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-naphthyl-5-(4-chlorophenyl)-4,5-dihydro-1,2-oxazole
• 英文别名: 5-(4-Chlorophenyl)-3-naphthalen-1-yl-4,5-dihydro-1,2-oxazole
• CAS: 142746-05-2
• 化学式: C₁₉H₁₄ClNO
• 分子量: 307.779
• InChiKey: NWPPENUKYHNVQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(4-chlorophenyl)-1-(naphthalen-1-yl)prop-2-en-1-one 在 吡啶 、 盐酸羟胺 作用下， 反应 6.0h， 以30%的产率得到1-naphthyl-5-(4-chlorophenyl)-4,5-dihydro-1,2-oxazole
  参考文献：
  名称：

  El-Metwally, Amira M., Egyptian Journal of Chemistry, 2011, vol. 54, # 1, p. 129 - 139

  摘要：

  DOI：

文献信息

• Insertion of nitrogen oxide and nitrosonium ion into the cyclopropane ring: a new route to 2-isoxazolines and its mechanistic studies
  作者：Kazuhiko Mizuno、Nobuyuki Ichinose、Toshiyuki Tamai、Yoshio Otsuji

  DOI：10.1021/jo00043a026

  日期：1992.8

  The 9,10-dicyanoanthracene (DCA)-sensitized photoreaction of 1,2-diarylcyclopropanes 1a-d in nitrogen oxide (NO)-saturated CH3CN afforded 3,5-diaryl-2-isoxazolines 2a-d in excellent yields. The reaction of 1a-d with NOBF4 or with a mixture of NO and O2 in CH3CN also afforded 2a-d or 2a-b. These reactions proceed via the attack of NO on the radical cation of 1, which is formed by electron transfer from 1 to 1DCA* or NO+. The reaction of 1-alkyl-2-arylcyclopropanes with NOBF4 afforded mixtures of 3-alkyl-5-aryl-2-isoxazolines and 4-alkyl-5-aryl-2-isoxazolines via the direct attack of NO+ on the cyclopropane rings. The reaction of 1,1,2,2-tetraphenylcyclopropane with NOBF4 afforded 2,3,5,5-tetraphenyl-2-isoxazolinium tetrafluoroborate via the migration of the phenyl group to nitrogen.
• Sharma, Sharda; Pathak, Late V. N.; Madan, Harsha, Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 4, p. 337 - 340
  作者：Sharma, Sharda、Pathak, Late V. N.、Madan, Harsha、Sharma, Arvind

  DOI：——

  日期：——
• El-Metwally, Amira M., Egyptian Journal of Chemistry, 2011, vol. 54, # 1, p. 129 - 139
  作者：El-Metwally, Amira M.

  DOI：——

  日期：——