(3-phenyl-4,5-dihydroisoxazol-5-yl)(pyrrolidin-1-yl)methanone | 1009337-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (3-phenyl-4,5-dihydroisoxazol-5-yl)(pyrrolidin-1-yl)methanone
• 英文别名: (3-phenyl-4,5-dihydroisoxazol-5-yl)pyrrolidin-1-yl-methanone；(3-Phenyl-4,5-dihydro-1,2-oxazol-5-yl)-pyrrolidin-1-ylmethanone
• CAS: 1009337-76-1
• 化学式: C₁₄H₁₆N₂O₂
• mdl: MFCD14461134
• 分子量: 244.293
• InChiKey: JGQNFKFHIDWFTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰甲酸 在 magnesium hydroxide 、 Oxone 、 tris(2,2'-bipyridyl)ruthenium dichloride 、 盐酸羟胺 、 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 (3-phenyl-4,5-dihydroisoxazol-5-yl)(pyrrolidin-1-yl)methanone
  参考文献：
  名称：

  可见光介导的丁腈氧化物的光氧化还原合成异恶唑啉和异恶唑

  摘要：

  可见光光氧化还原催化能够从羟基亚氨基酸合成生物学上相关的异恶唑啉和异恶唑。该过程显示出广泛的官能团相容性，并且机械和计算研究支持可见光介导的...

  DOI：

  10.1039/c6cc06029c

文献信息

• Magtrieve™ (CrO2) and MnO2 mediated oxidation of aldoximes: studying the reaction course
  作者：Sandeep Bhosale、Santosh Kurhade、Samir Vyas、Venkata P. Palle、Debnath Bhuniya

  DOI：10.1016/j.tet.2010.10.029

  日期：2010.12

  Magtrieve (TM) (CrO2) and MnO2 mediated oxidation of aldoximes to nitrile oxides were studied in details. In presence of external radical source, TEMPO, these reagents did not furnish nitrile oxides, instead favoured deoximation to aldehydes. A common trend of deoximation was established from electronically tuned aldoximes, which is: aliphatic>aromatic>aldoximes with strong electron-withdrawing group, though the extent of deoximation was less in case of CrO2. Above effects were not observed with chloramine-T and diacetoxyiodobenzene, reagents known to produce nitrile oxides via hydroximoyl halide or equivalent ionic intermediates. A putative reaction mechanism is proposed for MO2 (M=Cr, Mn) mediated oxidation of aldoximes through formation of a nitroso-oxime tautomeric pair. Formation of nitrile oxide is possibly occurred from the oxime tautomer via a sigma-type iminoxy radical intermediate. The deoximation process, dominating in presence of external radical environment, is explained following decomposition of the nitroso tautomer. (C) 2010 Elsevier Ltd. All rights reserved.
• Visible-light-mediated generation of nitrile oxides for the photoredox synthesis of isoxazolines and isoxazoles
  作者：Thomas D. Svejstrup、Wojciech Zawodny、James J. Douglas、Damon Bidgeli、Nadeem S. Sheikh、Daniele Leonori

  DOI：10.1039/c6cc06029c

  日期：——

  Visible-light photoredox catalysis enables the synthesis of biologically relevant isoxazolines and isoxazoles from hydroxyimino acids. The process shows broad functional group compatibility and mechanisitic and computational studies support a visible-light-mediated...

  可见光光氧化还原催化能够从羟基亚氨基酸合成生物学上相关的异恶唑啉和异恶唑。该过程显示出广泛的官能团相容性，并且机械和计算研究支持可见光介导的...