N-acetyl-1-naphthamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-acetyl-1-naphthamide
• 英文别名: N-acetylnaphthalene-1-carboxamide
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: PICSGJQJGXZSSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(1-萘基甲基)-乙酰胺 在 碘 、 氧气 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 以36%的产率得到N-acetyl-1-naphthamide
  参考文献：
  名称：

  Aerobic Photooxidation of Benzylamide in the Presence of Catalytic Iodine

  摘要：

  在光照条件下，苄基酰胺在分子氧和催化碘的存在下被氧化为相应的酰亚胺。

  DOI：

  10.1055/s-2008-1032097

文献信息

• Palladium‐Catalyzed Solvent‐Controlled Selective Synthesis of Acyl Isoureas and Imides from Amides, Isocyanides, Alcohols and Carboxylates
  作者：Ming Cao、Liqiu Liu、Shi Tang、Zhiyuan Peng、Yingchun Wang

  DOI：10.1002/adsc.201801245

  日期：2019.4.16

  A highly selective synthesis of acyl isoureas and imides from readily accessible amides, isocyanides, alcohols and carboxylates based on reaction solvent selection is described. In the presence of a catalytic amount of [1,1′‐bis(diphenylphosphino)ferrocene]dichloropalladium(II) and cupric acetate, treatment of amides and isocyanides in alcohols at 60 °C provided acyl isoureas in high yields. Interestingly

  描述了基于反应溶剂的选择，由易于获得的酰胺，异氰酸酯，醇和羧酸酯高度选择性地合成酰基异脲和酰亚胺的方法。在催化量的[1,1'-双（二苯基膦基）二茂铁]二氯钯（II）和乙酸铜的存在下，在60°C的条件下处理醇中的酰胺和异氰化物可提供高产率的酰基异脲。有趣的是，当使用其他溶剂（例如乙腈）代替醇时，酰亚胺是通过酰胺直接与羧酸盐作为酰基源进行N酰化而以良好或优异的收率生产的。该协议为异脲和酰亚胺提供了一种有吸引力的替代方法。
• Aerobic Photooxidation of Benzylamide in the Presence of Catalytic Iodine
  作者：Akichika Itoh、Hiroki Nakayama

  DOI：10.1055/s-2008-1032097

  日期：——

  Benzylamides were found to be oxidized to the corresponding imides in the presence of molecular oxygen and catalytic iodine under photoirradiation.

  在光照条件下，苄基酰胺在分子氧和催化碘的存在下被氧化为相应的酰亚胺。
• 2-Chloroanthraquinone-catalyzed aerobic photo-oxidative synthesis of diacylamines from benzylamides
  作者：Izuho Itoh、Yoko Matsusaki、Akitoshi Fujiya、Norihiro Tada、Tsuyoshi Miura、Akichika Itoh

  DOI：10.1016/j.tetlet.2014.03.123

  日期：2014.5

  In this Letter, we report the aerobic photo-oxidative synthesis of diacylamines from benzylamides in the presence of molecular oxygen and catalytic amounts of 2-chloroanthraquinones under visible light irradiation from a fluorescent lamp. (C) 2014 Elsevier Ltd. All rights reserved.
• Aerobic oxidation with N-hydroxyphthalimide catalysts in ionic liquid
  作者：Jia-Rui Wang、Lei Liu、Ye-Feng Wang、Ying Zhang、Wei Deng、Qing-Xiang Guo

  DOI：10.1016/j.tetlet.2005.04.136

  日期：2005.7

  N-Hydroxyphthalimide (NHPI)-catalyzed aerobic oxidations in the ionic liquids were examined for the first time. Both NHPI and its ionic derivative, 3-pyridinylmethyl-N-hydroxyphthalimide (Py-NHPI), were found to have better performance in the ionic liquid than in the conventional organic solvents for the aerobic oxidation of N-alkylamides to imides. On the other hand, Py-NHPI was found to be a much better catalyst than NHPI for the aerobic oxidation of benzylic compounds in the ionic liquid. (c) 2005 Elsevier Ltd. All rights reserved.
• Aerobic photooxidation of benzylamide under visible light irradiation with a combination of 48% aq HBr and Ca(OH)2
  作者：Norihiro Tada、Kazunori Ban、Momoko Yoshida、Shin-ichi Hirashima、Tsuyoshi Miura、Akichika Itoh

  DOI：10.1016/j.tetlet.2010.09.021

  日期：2010.11

  Benzylamides were found to be oxidized to their corresponding diacylamines in the presence of molecular oxygen, catalytic 48% aq HBr, and Ca(OH)(2) under visible light irradiation of a fluorescent lamp. (C) 2010 Elsevier Ltd. All rights reserved.