1-(5-isopropyl-2-methyl-1H-pyrrol-3-yl)ethanone | 1419101-64-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-isopropyl-2-methyl-1H-pyrrol-3-yl)ethanone
• 英文别名: 1-(2-methyl-5-propan-2-yl-1H-pyrrol-3-yl)ethanone
• CAS: 1419101-64-6
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: XGUGGFMUTFCVRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氨基-3-戊烯-2-酮 、 1-diazo-3-methylbutan-2-one 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 以75%的产率得到1-(5-isopropyl-2-methyl-1H-pyrrol-3-yl)ethanone
  参考文献：
  名称：

  Cu(OTf)₂-Catalyzed Synthesis of 2,3-Disubstituted Indoles and 2,4,5-Trisubstituted Pyrroles from α-Diazoketones

  摘要：

  A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of alpha-diazoketones with beta-enaminoketones and esters using 10 mol % of Cu(OTf)(2). A wide range of 2,3-disubstituted indole derivatives were also prepared from alpha-diazoketones and 2-aminoaryl or alkyl ketones. The synthetic versatility of this approach has been exemplified In the formal synthesis of homofascaplysin C.

  DOI：

  10.1021/ol303206w

文献信息

• Microwave-assisted facile synthesis of trisubstituted pyrrole derivatives
  作者：V. Hanuman Reddy、G. Mallikarjuna Reddy、M. Thirupalu Reddy、Y. V. Rami Reddy

  DOI：10.1007/s11164-015-1966-9

  日期：2015.12

  We report efficient synthesis of pyrrole derivatives by use of microwave irradiation. Quantitative yields were obtained in short reaction times. Low yields of product were obtained from alicyclic amino unsaturated ketone derivatives; higher yields were obtained from aliphatic amino unsaturated ketone derivatives.

  我们报告了利用微波辐照高效合成吡咯衍生物的情况。在很短的反应时间内就获得了定量产率。脂环族氨基不饱和酮衍生物的产率较低；脂肪族氨基不饱和酮衍生物的产率较高。
• Cu(OTf)₂-Catalyzed Synthesis of 2,3-Disubstituted Indoles and 2,4,5-Trisubstituted Pyrroles from α-Diazoketones
  作者：B. V. Subba Reddy、M. Ramana Reddy、Y. Gopal Rao、J. S. Yadav、B. Sridhar

  DOI：10.1021/ol303206w

  日期：2013.2.1

  A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of alpha-diazoketones with beta-enaminoketones and esters using 10 mol % of Cu(OTf)(2). A wide range of 2,3-disubstituted indole derivatives were also prepared from alpha-diazoketones and 2-aminoaryl or alkyl ketones. The synthetic versatility of this approach has been exemplified In the formal synthesis of homofascaplysin C.