1-(4-acetyl-1,2-dihydro-1-tosylpyridin-2-yl)propan-2-one | 1217271-39-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-acetyl-1,2-dihydro-1-tosylpyridin-2-yl)propan-2-one
• 英文别名: 1-[4-acetyl-1-(4-methylphenyl)sulfonyl-2H-pyridin-2-yl]propan-2-one
• CAS: 1217271-39-0
• 化学式: C₁₇H₁₉NO₄S
• 分子量: 333.408
• InChiKey: HNKUEWSIHNSGED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  79.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(3a,4,7,7a-tetrahydro-2-methyl-4-tosylfuro[3,2-b]pyridin-7-yl)ethanone 在 aluminum oxide 作用下， 生成 1-(4-acetyl-1,2-dihydro-1-tosylpyridin-2-yl)propan-2-one
  参考文献：
  名称：

  Copper-Catalyzed Nitrene Transfer as a Tool for the Synthesis of N-Substituted 1,2-Dihydro- and 1,2,3,4-Tetrahydropyridines

  摘要：

  The sequential reaction of two different furans and PhI=NTs produces 1,2-dihydropyridines in a quantitative manner in the presence of Tp(Br3)Cu(NCMe) (Tp(Br3) = hydrotris(3,4,5-tribromopyrazolyl)borate) as the catalyst under very mild conditions. The use of a furan and ethyl vinyl ether with PhI=NTs has led to the corresponding 1,2,3,4-tetrahydropyridine.

  DOI：

  10.1021/om3008234

文献信息

• Selective Synthesis of N-Substituted 1,2-Dihydropyridines from Furans by Copper-Induced Concurrent Tandem Catalysis
  作者：Manuel R. Fructos、Eleuterio Álvarez、M. Mar Díaz-Requejo、Pedro J. Pérez

  DOI：10.1021/ja1006614

  日期：2010.4.7

  A novel transformation in which mono- or dialkyl-substituted furans are converted into 1,2-dihydropyridines upon reaction with PhI horizontal lineNTs at room temperature is reported. The reaction is catalyzed by complexes of general formula Tp(x)M (M = Cu, Ag) and consists of a one-pot procedure with four consecutive catalytic cycles. Furan aziridination is followed by aziridine ring-opening, transimination

  报道了一种新的转化，其中单或二烷基取代的呋喃在室温下与 PhI 水平 lineNT 反应后转化为 1,2-二氢吡啶。该反应由通式 Tp(x)M (M = Cu, Ag) 的络合物催化，由具有四个连续催化循环的一锅法组成。呋喃氮丙啶化之后是氮丙啶开环、转亚胺化反应、逆电子需求氮杂-狄尔斯-阿尔德反应和最终的氢消除反应。提出了整体转变的机制，其中金属配合物在反应途径中发挥关键作用。