2-methyl-4,5-dihydronaphtho[1,2-d]oxazole | 1829-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-4,5-dihydronaphtho[1,2-d]oxazole
• 英文别名: 2-Methyl-3',4'-dihydro-naphth-1'.2'-:4.5-oxazol；2-Methyl-3',4'-dihydro-naphth<1',2':4,5>oxazol；2-methyl-4,5-dihydro-naphth[1,2-d]oxazole；2-Methyl-4,5-dihydro-naphth[1,2-d]oxazol；2-Methyl-4,5-dihydronaphtho[1,2-d]oxazole；2-methyl-4,5-dihydrobenzo[e][1,3]benzoxazole
• CAS: 1829-78-3
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: BFNYXDVYHXMLSU-UHFFFAOYSA-N

物化性质

• 沸点：
  316.1±11.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(2-iodo-3,4-dihydronaphthalen-1-yl)acetamide 在 copper(l) iodide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到2-methyl-4,5-dihydronaphtho[1,2-d]oxazole
  参考文献：
  名称：

  铜催化酮肟直接合成碘烯酰胺

  摘要：

  碘在铜的途径中的作用：已开发出一种新的，有效的，实用的铜催化合成方法，该方法可以从容易获得的酮肟中合成Z-碘烯酰胺（参见方案）。该反应被认为是通过单电子转移途径进行的。相应的Z-碘烯酰胺已用于合成取代的恶唑，二烯，β-苯氧基烯酰胺，亚炔，β-酰基酰胺和吡咯（DCE = 1,2-二氯乙烷）。

  DOI：

  10.1002/chem.201301785

文献信息

• Hypervalent iodane mediated reactions of <i>N</i>-acetyl enamines for the synthesis of oxazoles and imidazoles
  作者：Kang Xu、Ruiqi Yang、Shuang Yang、Cheng Jiang、Zhenhua Ding

  DOI：10.1039/c9ob01895f

  日期：——

  cyclization of N-acetyl enamines and intermolecular cyclocondensation of enamines and nitriles was investigated. The reaction was performed under mild conditions and gave oxazoles and imidazoles, respectively, in moderate to excellent yields. This transformation exhibits good reactivity, selectivity and functional group tolerance. The selectivity of the intra- or intermolecular reaction is dependent on the

  研究了用于N-乙酰基烯胺分子内环化以及烯胺和腈的分子间环缩合的高价碘试剂。该反应在温和的条件下进行，分别以中等至优异的产率得到恶唑和咪唑。该转化表现出良好的反应性，选择性和官能团耐受性。分子内或分子间反应的选择性取决于N-乙酰基烯胺的结构。
• Reaction of Silyl Enol Ethers with Xenon Difluoride in MeCN:  Evidence for a Nonclassical Radical Cation Intermediate
  作者：Christopher A. Ramsden、Rachel G. Smith

  DOI：10.1021/ol990231e

  日期：1999.11.1

  The reactions of xenon difluoride in MeCN solution in Pyrex flasks with a series of TMS enol ethers have been investigated. The types of products formed are dependent on the structures of individual enol ethers, but under these conditions all products are consistent with a mechanism involving single electron transfer to un-ionized XeF2 giving a radical cation and subsequent formation of an alpha-fluoroketone, together with some ketone formation, The results suggest that if the radical cation is particularly stable, fluorodesilylation leads to radical formation, and solvent-derived products are then observed, Using other solvents, such as CFCl3 and C6F6, much more complex mixtures of products are obtained, and this is attributed to a different mode of reaction of xenon difluoride involving ionization to FXe+.
• Woroshzow; Koptjug, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1646,1654; engl. Ausg. S. 1697, 1702, 1704
  作者：Woroshzow、Koptjug

  DOI：——

  日期：——
• Copper-Catalyzed Direct Synthesis of Iodoenamides from Ketoximes
  作者：Hao Liang、Zhi-Hui Ren、Yao-Yu Wang、Zheng-Hui Guan

  DOI：10.1002/chem.201301785

  日期：2013.7.22

  Iodide in copper's pathway: A new, efficient, and practical copper‐catalyzed synthesis of Z‐iodoenamides from readily available ketoximes has been developed (see scheme). The reaction was believed to proceed through a single‐electron‐transfer pathway. The corresponding Z‐iodoenamides have been applied to the synthesis of substituted oxazoles, dienes, β‐phenoxyl enamides, eneynes, β‐acylenamides, and

  碘在铜的途径中的作用：已开发出一种新的，有效的，实用的铜催化合成方法，该方法可以从容易获得的酮肟中合成Z-碘烯酰胺（参见方案）。该反应被认为是通过单电子转移途径进行的。相应的Z-碘烯酰胺已用于合成取代的恶唑，二烯，β-苯氧基烯酰胺，亚炔，β-酰基酰胺和吡咯（DCE = 1,2-二氯乙烷）。