7,7-dimethyl-1-azabicyclo[4.2.0]octan-8-one | 88413-88-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 7,7-dimethyl-1-azabicyclo[4.2.0]octan-8-one
• 英文别名: 7,7-Dimethyl-1-aza-bicyclo<2.4.0>octan-8-on
• CAS: 88413-88-1
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: PLCJXVHBVLDRQO-UHFFFAOYSA-N

物化性质

• 沸点：
  243.6±7.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(toluene-4-sulfonyl)piperidin-2-one 在 indium (III) iodide 、 苯硅烷 、 sodium naphthalenide 作用下， 以 乙二醇二甲醚 、 1,2-二氯乙烷 为溶剂， 反应 5.5h， 生成 7,7-dimethyl-1-azabicyclo[4.2.0]octan-8-one
  参考文献：
  名称：

  Indium Triiodide Catalyzed Reductive Functionalization of Amides via the Single-Stage Treatment of Hydrosilanes and Organosilicon Nucleophiles

  摘要：

  The indium triiodide catalyzed single-stage cascade reaction of N-sutfonyl amides with hydrosilanes and two types of organosilicon nucleophiles such as silyl cyanide and silyl enolates selectively promoted deoxygenative functionalization to give alpha-cyanoamines and beta-aminocarbonyl compounds, respectively.

  DOI：

  10.1021/ol4015317

文献信息

• Formation of fused bi- and tri-cyclic β-lactams by radical ring closure
  作者：Athelstan L.J. Beckwith、Douglas R. Boate

  DOI：10.1016/s0040-4039(00)98332-1

  日期：1985.1

  Methods involving intramolecular homolytic addition or intramolecular SH2 processes in suitably constituted radicals provide convenient routes to bi- and tri-cyclic systems containing the azetidinone moiety.

  涉及在适当构成的基团中进行分子内均溶加成或分子内S H 2处理的方法提供了通往含有氮杂环丁酮部分的双环和三环系统的便利途径。
• Electroorganic chemistry. 82. .beta.-Amino acid esters from .alpha.-methoxycarbamates and ketene silyl acetals; cyclization to .beta.-lactams
  作者：Tatsuya Shono、Kenji Tsubata、Nobuyuki Okinaga

  DOI：10.1021/jo00180a020

  日期：1984.3
• SHONO, TATSUYA;TSUBATA, KENJI;OKINAGA, NOBUYUKI, J. ORG. CHEM., 1984, 49, N 6, 1056-1059
  作者：SHONO, TATSUYA、TSUBATA, KENJI、OKINAGA, NOBUYUKI

  DOI：——

  日期：——
• Indium Triiodide Catalyzed Reductive Functionalization of Amides via the Single-Stage Treatment of Hydrosilanes and Organosilicon Nucleophiles
  作者：Yoshihiro Inamoto、Yuta Kaga、Yoshihiro Nishimoto、Makoto Yasuda、Akio Baba

  DOI：10.1021/ol4015317

  日期：2013.7.5

  The indium triiodide catalyzed single-stage cascade reaction of N-sutfonyl amides with hydrosilanes and two types of organosilicon nucleophiles such as silyl cyanide and silyl enolates selectively promoted deoxygenative functionalization to give alpha-cyanoamines and beta-aminocarbonyl compounds, respectively.