ethyl 2-methyl-5-(naphthalen-1-yl)furan-3-carboxylate | 1301683-23-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 2-methyl-5-(naphthalen-1-yl)furan-3-carboxylate
• 英文别名: Ethyl 2-methyl-5-naphthalen-1-ylfuran-3-carboxylate
• CAS: 1301683-23-7
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: GHRACLVBZBMHOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-乙炔基萘 、 乙酰乙酸乙酯 在 potassium acetate 、 silver carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以80%的产率得到ethyl 2-methyl-5-(naphthalen-1-yl)furan-3-carboxylate
  参考文献：
  名称：

  Silver-Mediated Oxidative C–H/C–H Functionalization: A Strategy To Construct Polysubstituted Furans

  摘要：

  A novel silver-mediated highly selective oxidative C-H/C-H functionalization of 1,3-dicarbonyl compounds with terminal alkynes for the creation of polysubstituted furans and pyrroles in one step has been demonstrated. Promoted by the crucial silver species, perfect selectivity and good to excellent yields could be achieved. This protocol represents an extremely simple and atom-economic way to construct polysubstituted furans and pyrroles from basic starting materials under mild conditions.

  DOI：

  10.1021/ja301153k

文献信息

• One-Pot Synthesis of Furans Using Base- and Acid-Supported Reagents ‘Na2CO3/Al2O3-PPA/SiO2'
  作者：Tadashi Aoyama、Takashi Nagaoka、Toshio Takido、Mitsuo Kodomari

  DOI：10.1055/s-0030-1258402

  日期：2011.2

  convenient method for the one-pot synthesis of furans from β-keto esters and α-halo ketones was developed using an acid- and base-supported reagent system ‘Na2CO3/Al2O3-PPA/SiO2’. The condensation reaction of triketones, which are formed from the reaction of β-keto esters with α-halo ketones in the presence of Na2CO3/Al2O3, was promoted by PPA/SiO2 to give the corresponding furans in good yields. This method

  开发了一种方便的方法，可使用酸和碱支持的试剂系统'Na 2 CO 3 / Al 2 O 3 -PPA / SiO 2 '从β-酮酯和α-卤代酮一锅合成呋喃。PPA / SiO 2促进了β-酮酸酯与α-卤代酮在Na 2 CO 3 / Al 2 O 3存在下的反应而形成的三酮缩合反应，得到了相应的呋喃。产量。与分步法相比，该方法简单易行，收率好。 呋喃-一锅合成-支持的试剂