1-Naphthalen-2-yl-propan-1-one oxime | 254437-92-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Naphthalen-2-yl-propan-1-one oxime
• 英文别名: 1-(2-Naphthyl)-1-propanone oxime；N-(1-naphthalen-2-ylpropylidene)hydroxylamine
• CAS: 254437-92-8
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: USISRTVJMYYWGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Naphthalen-2-yl-propan-1-one oxime 在 KMnO₄/alumina 作用下， 反应 0.42h， 以92%的产率得到1-(2-萘基)丙-1-酮
  参考文献：
  名称：

  Solid State Cleavage of Oximes with Potassium Permanganate Supported on Alumina

  摘要：

  A manipulatively simple and rapid method for conversion of oximes to the corresponding carbonyl compounds is described. The reaction is conducted under solvent-less conditions using alumina-supported permanganate. According to the reaction system and conditions used, different ketones and aldehydes are obtained in moderate and good yields.

  DOI：

  10.1081/scc-120016316
• 作为产物：
  描述：

  1-(2-萘基)丙-1-酮 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 生成 1-Naphthalen-2-yl-propan-1-one oxime
  参考文献：
  名称：

  N，N'-二氧化物-Cu（OTf）2络合物催化N-乙酰基酰胺的高对映选择性胺化反应

  摘要：

  将N，N'-二氧化物-Cu（OTf）2络合物应用于N-乙酰基酰胺与偶氮二羧酸二烷基酯的不对称胺化反应中，从而以高收率和高对映选择性（高达91％ee）得到相应的产物。通过NaBH 4还原可轻松获得具有优异的非对映选择性（> 95：5）的邻位二胺前体。

  DOI：

  10.1021/ol100540p

文献信息

• Ruthenium-Catalyzed Cyclization of Ketoxime Acetates with DMF for Synthesis of Symmetrical Pyridines
  作者：Mi-Na Zhao、Rong-Rong Hui、Zhi-Hui Ren、Yao-Yu Wang、Zheng-Hui Guan

  DOI：10.1021/ol501183z

  日期：2014.6.6

  A novel ruthenium-catalyzed cyclization of ketoxime carboxylates with N,N-dimethylformamide (DMF) for the synthesis of tetrasubstituted symmetrical pyridines has been developed. A methyl carbon on DMF performed as a source of a one carbon synthon. And NaHSO3 plays a role in the reaction.

  已开发出一种新的钌催化的酮肟肟羧酸酯与N，N-二甲基甲酰胺（DMF）的环化反应，用于合成四取代的对称吡啶。DMF上的甲基碳作为一个碳合成子的来源。NaHSO 3在反应中起作用。
• Alpha-ketoamide derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US06187905B1

  公开（公告）日：2001-02-13

  The invention relates to &agr;-ketoamides of the general formula wherein R1 to R12 have the significances given in the description, and their salts. The &agr;-ketoamide derivatives provided by the present invention inhibit proteinases of viral origin, such as HCV protease, and can be used in the treatment of viral infections, especially viral infections caused by hepatitis C, hepatitis G and human GB viruses.

  本发明涉及一般公式中R1到R12具有描述中所给定的意义的α-酮酰胺及其盐。本发明提供的α-酮酰胺衍生物抑制病毒源性蛋白酶，如HCV蛋白酶，并可用于治疗病毒感染，特别是由丙型、G型肝炎和人类GB病毒引起的病毒感染。
• <i>N</i>,<i>N</i>′-Dioxide−Cu(OTf)₂ Complex Catalyzed Highly Enantioselective Amination Reaction of <i>N</i>-Acetyl Enamide
  作者：Lu Chang、Yulong Kuang、Bo Qin、Xin Zhou、Xiaohua Liu、Lili Lin、Xiaoming Feng

  DOI：10.1021/ol100540p

  日期：2010.5.21

  The N,N′-dioxide−Cu(OTf)2 complexes were applied in the asymmetric amination reaction of N-acetyl enamides with dialkyl azodicarboxylate, giving the corresponding products in good yields with high enantioselectivities (up to 91% ee). Precursors of vicinal diamine were readily obtained with excellent diastereoselectivities (>95:5) by NaBH4 reduction.

  将N，N'-二氧化物-Cu（OTf）2络合物应用于N-乙酰基酰胺与偶氮二羧酸二烷基酯的不对称胺化反应中，从而以高收率和高对映选择性（高达91％ee）得到相应的产物。通过NaBH 4还原可轻松获得具有优异的非对映选择性（> 95：5）的邻位二胺前体。
• Solid State Cleavage of Oximes with Potassium Permanganate Supported on Alumina
  作者：G. H. Imanzadeh、A. R. Hajipour、S. E. Mallakpour

  DOI：10.1081/scc-120016316

  日期：2003.1.4

  A manipulatively simple and rapid method for conversion of oximes to the corresponding carbonyl compounds is described. The reaction is conducted under solvent-less conditions using alumina-supported permanganate. According to the reaction system and conditions used, different ketones and aldehydes are obtained in moderate and good yields.