α-tetralone oxime benzoyl ester | 69658-74-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: α-tetralone oxime benzoyl ester
• 英文别名: 3,4-dihydro-2H-naphthalen-1-one-(O-benzoyl oxime )；3,4-Dihydro-2H-naphthalin-1-on-(O-benzoyl-oxim)；1-Benzoyloxyimino-tetralin
• CAS: 69658-74-8
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: ASCBKJXZBWNJPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  α-tetralone oxime benzoyl ester 在 palladium diacetate 、 potassium carbonate 、 三环戊基膦 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以38%的产率得到1-萘胺
  参考文献：
  名称：

  Pd-Catalyzed Semmler–Wolff Reactions for the Conversion of Substituted Cyclohexenone Oximes to Primary Anilines

  摘要：

  Homogeneous Pd catalysts have been identified for the conversion of cyclohexenone and tetralone O-pivaloyl oximes to the corresponding primary anilines and 1-aminonaphthalenes. This method is inspired by the Semmler-Wolff reaction, a classic method that exhibits limited synthetic utility owing to its forcing conditions, narrow scope, and low product yields. The oxime N-O bond undergoes oxidative addition to Pd-0(PCy3)(2), and the product of this step has been characterized by X-ray crystallography and shown to undergo dehydrogenation to afford the aniline product.

  DOI：

  10.1021/ja4073172
• 作为产物：
  描述：

  3,4-二氢-1(2H)-萘酮 生成 α-tetralone oxime benzoyl ester
  参考文献：
  名称：

  Hueckel; Sachs, Justus Liebigs Annalen der Chemie, 1932, vol. 498, p. 166,182

  摘要：

  DOI：

文献信息

• Molecular iodine enabled generation of iminyl radicals from oximes: A facile route to imidazo[1,2-a]pyridines and its regioselective C-3 sulfenylated products from simple pyridines
  作者：Deepak Singh、Soumyadeep Roy Chowdhury、Shyamal Pramanik、Soumitra Maity

  DOI：10.1016/j.tet.2021.132125

  日期：2021.5

  2-a]pyridines from unfunctionalized pyridines and oxime esters. This straightforward method efficiently converts the substrates into corresponding products affording moderate to good yields with large functional group tolerance. Additionally extensive investigation revealed that regioselective domino C-3 methyl sulfenylated imidazo[1,2-a]pyridines were also accessible first time from pyridines and

  已经开发了碘促进的简单且环境友好的方案，以从未官能化的吡啶和肟酯中获得咪唑并[1,2- a ]吡啶。这种简单的方法可以有效地将底物转化为相应的产品，从而提供中等到良好的产率以及较大的官能团耐受性。另外，广泛的研究表明，在DMSO溶剂中，吡啶和肟酯类也可以首次获得区域选择性多米诺C-3甲基亚磺酰咪唑并[1,2- a ]吡啶。该反应通过容易获得的肟酯的无金属生成亚胺基进行，从而在吡啶上建立第二个杂环。
• Efficient and Alternative Approach for Preparation of <i>O</i>-Benzoyloximes Using Benzoyl Peroxide
  作者：Shrishnu Kumar Kundu、Matiur Rahman、Paritosh Dhara、Alakananda Hajra、Adinath Majee

  DOI：10.1080/00397911.2010.545165

  日期：2012.6.15

  Benzoyl peroxide has been used as a mild and efficient reagent for the preparation of benzoyl ester of oxime in moderate to good yields.