5-methoxy-3,4-dihydro-2H-naphthalen-1-one oxime | 30069-58-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 5-methoxy-3,4-dihydro-2H-naphthalen-1-one oxime
• 英文别名: 5-methoxy-3,4-dihydronaphthalen-1(2H)-one oxime；5-methoxy-1-tetralone oxime；5-methoxy-3,4-dihydro-2H-naphthalen-1-one oxime；5-Methoxy-3,4-dihydro-2H-naphthalin-1-on-oxim；5-methoxy-3,4-dihydronaphthalen-1 (2H)-one oxime；5-methoxy-tetralone-1-oxime；N-(5-methoxy-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine
• CAS: 30069-58-0
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: DGGPOLXLMRQFQS-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C
• 沸点：
  374.2±41.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-3,4-dihydro-2H-naphthalen-1-one oxime 在 [ReOCl3(OPPh3)(SMe2)] 、 (R,R)-bis[4-(4-t-Bu-Phe)-4,5-dihydrooxazol-2-yl]acetonitrile 、 二甲基苯基硅烷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (1R)-N-diphenylphosphoryl-5-methoxy-1,2,3,4-tetrahydronaphthalen-1-amine
  参考文献：
  名称：

  Enantioselective Reduction of Imines Catalyzed by a Rhenium(V)−Oxo Complex

  摘要：

  An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl2(OPPh3). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), alpha-iminoesters, and alpha,beta-unsaturated imines are reduced with good to excellent enantioselectivities.

  DOI：

  10.1021/ja050831a
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 5-methoxy-3,4-dihydro-2H-naphthalen-1-one oxime
  参考文献：
  名称：

  ÜberSteroide和性激素。（114. Mitteilung）。Versuche zur Herstellung von 4，13-Dioxychrysen-Derivaten

  摘要：

  DOI：

  10.1002/hlca.660280186

文献信息

• AgNO₃ as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to <i>N</i>-2-Aryl-1,2,3-triazoles
  作者：Jingwen Liang、Yingqi Rao、Weidong Zhu、Tingting Wen、Junjie Huang、Zhichao Chen、Lu Chen、Yibiao Li、Xiuwen Chen、Zhongzhi Zhu

  DOI：10.1021/acs.orglett.1c02323

  日期：2021.9.17

  A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N–O/C–H/C–N bonds and building C═N/N–N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with

  描述了一种多功能的铜催化 [3 + 1 + 1] 肟和异氰酸酯与 AgNO 3的环化。在该转化中，AgNO 3和异氰酸酯代替传统的叠氮化物或重氮试剂被用作氮源。这种三组分转化是通过裂解 N-O/C-H/C-N 键和构建 C=N/N-N 键来实现的，这为制备N -2-芳基-1,2,3-提供了一种策略三唑类具有良好的底物和功能相容性。
• Clay Supported Ammonium Nitrate “Clayan” : A Rapid and Convenient Regeneration of Carbonyls in Dry Media
  作者：H. M. Meshram、Dale Srinivas、Gondi SudershanReddy、J. S. Yadav

  DOI：10.1080/00397919808004475

  日期：1998.12

  Abstract Regeneration of carbonyls from their oximes, phenylhydrazones and tosylhydrazones derivatives using clay supported ammonium nitrate “clayan” under microwave irridiation is described. The inexpensive reagent and solvent free condition makes the procedure simple and economic.

  摘要描述了在微波照射下使用粘土负载的硝酸铵“粘土”从它们的肟、苯腙和甲苯磺酰腙衍生物中再生羰基化合物。廉价的试剂和无溶剂条件使程序简单经济。
• Enantioselective Reduction of Ketones and Imines Catalyzed by (CN-Box)ReV-Oxo Complexes
  作者：Kristine A. Nolin、Richard W. Ahn、Yusuke Kobayashi、Joshua J. Kennedy-Smith、F. Dean Toste

  DOI：10.1002/chem.201001164

  日期：2010.8.16

  application of chiral, non‐racemic ReV–oxo complexes to the enantioselective reduction of prochiral ketones is described. In addition to the enantioselective reduction of prochiral ketones, we report the application of these complexes to 1) a tandem Meyer–Schuster rearrangement/reduction to access enantioenriched allylic alcohols and 2) the enantioselective reduction of imines.

  描述了手性非外消旋 Re V - oxo 配合物在前手性酮的对映选择性还原中的开发和应用。除了前手性酮的对映选择性还原外，我们还报告了这些复合物在以下方面的应用：1）串联 Meyer-Schuster 重排/还原以获取对映体富集的烯丙醇和 2）亚胺的对映选择性还原。
• Compounds
  申请人：Szewczyk Ryszard Jerzy

  公开号：US20060003991A1

  公开（公告）日：2006-01-05

  The present invention provides a compound of formula I comprising: a pharmaceutically acceptable salt, solvate, or physiologically functional derivative thereof.

  本发明提供了一种包括公式I的化合物，其中包括：药用可接受的盐、溶剂化合物或其生理功能衍生物。
• Diphenyliodonium Ion/Et₃N Promoted Csp2-H Radical Phosphorylation of Enamides
  作者：Suman Pal、Annie-Claude Gaumont、Sami Lakhdar、Isabelle Gillaizeau

  DOI：10.1021/acs.orglett.9b01963

  日期：2019.7.19

  This work reports a simple and efficient method for the direct phosphorylation of enamide under metal-free conditions. The P-centered radicals, derived from secondary phosphine oxides, are generated under mild reaction conditions in the presence of diphenyliodonium salt and Et3N and are introduced onto a range of enamides in good isolated yields. The method features broad substrate scope, good functional

  这项工作报告了一种简单有效的方法，可在无金属的条件下将酰胺直接磷酸化。在二苯碘鎓盐和Et 3 N的存在下，在温和的反应条件下生成源自仲膦氧化物的P中心自由基，并以良好的分离产率将其引入一系列酰胺中。该方法具有广泛的底物范围，良好的官能团耐受性和有效的放大比例。