7-Pivaloyl-7-aza-bicyclo<4.1.0>heptan | 4981-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环庚烷
• 英文名称: 7-Pivaloyl-7-aza-bicyclo<4.1.0>heptan
• 英文别名: 1-(7-Azabicyclo[4.1.0]heptan-7-yl)-2,2-dimethylpropan-1-one
• CAS: 4981-50-4
• 化学式: C₁₁H₁₉NO
• 分子量: 181.278
• InChiKey: KEFLTPACXXJHJC-UHFFFAOYSA-N

物化性质

• 沸点：
  286.3±9.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-Pivaloyl-7-aza-bicyclo<4.1.0>heptan 生成 N-Pivaloyl-cyclohexanonimin
  参考文献：
  名称：

  Pivaloylnitrene

  摘要：

  DOI：

  10.1021/ja01000a056
• 作为产物：
  描述：

  2-叠氮环己基醇 在 4-二甲氨基吡啶 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 37.0h， 生成 7-Pivaloyl-7-aza-bicyclo<4.1.0>heptan
  参考文献：
  名称：

  Base-promoted elaboration of aziridines

  摘要：

  The base-promoted isomerization of aziridines to allyl amines is still an almost unknown reaction. However, the use of superbasic reagents has shown to be able to promote a regio- and stereoselective conversion of monocyclic and bicyclic sulfonyl aziridines. Moreover, the use of alkoxy substituted aziridines opens new routes to non-natural alpha- and beta-amino acids. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00729-9

文献信息

• Titanium and Cobalt Bimetallic Radical Redox Relay for the Isomerization of N-Bz Aziridines to Allylic Amides
  作者：Song Lin、Devin P. Wood、Weiyang Guan

  DOI：10.1055/s-0037-1610779

  日期：2021.11

  Herein a bimetallic radical redox-relay strategy is employed to generate alkyl radicals under mild conditions with titanium(III) catalysis and terminated via hydrogen atom transfer with cobalt(II) catalysis to enact base-free isomerizations of N-Bz aziridines to N-Bz allylic amides. This reaction provides an alternative strategy for the synthesis of allylic amides from alkenes via a three-step sequence

  本文采用双金属自由基氧化还原-中继策略，在钛(III)催化的温和条件下生成烷基自由基，并通过钴(II)催化的氢原子转移终止，以进行N -Bz氮丙啶到N -Bz的无碱异构化烯丙基酰胺。该反应提供了一种通过三步序列从烯烃合成烯丙基酰胺的替代策略，以完成正式的转位烯丙基胺化。
• Generation of Nitrene by the Photolysis of <i>N</i>-Substituted Iminodibenzothiophene
  作者：Hiroyuki Morita、Atsushi Tatami、Tetsuo Maeda、Byung Ju Kim、Wataru Kawashima、Toshiaki Yoshimura、Hitoshi Abe、Takeshi Akasaka

  DOI：10.1021/jo800604t

  日期：2008.9.19

  To evaluate the ability of dibenzothiophene N-substituted sulfilimines as photochemical nitrene sources, their photolyses in the presence of several trapping reagents, such as sulfides, olefins, and phosphorus compounds, were performed. In the reactions, the corresponding imino-transfer compounds, namely sulfilimines, aziridines, and iminophosphoranes, were formed in good yields, indicating dibenzothiophene N-tosyl and N-acylsulfilimines have a potent nature as nitrogen sources.
• Pivaloylnitrene
  作者：G. Thomas. Tisue、Siegfried. Linke、Walter. Lwowski

  DOI：10.1021/ja01000a056

  日期：1967.11
• Base-promoted elaboration of aziridines
  作者：Alessandro Mordini、Francesco Russo、Michela Valacchi、Lorenzo Zani、Alessandro Degl'Innocenti、Gianna Reginato

  DOI：10.1016/s0040-4020(02)00729-9

  日期：2002.8

  The base-promoted isomerization of aziridines to allyl amines is still an almost unknown reaction. However, the use of superbasic reagents has shown to be able to promote a regio- and stereoselective conversion of monocyclic and bicyclic sulfonyl aziridines. Moreover, the use of alkoxy substituted aziridines opens new routes to non-natural alpha- and beta-amino acids. (C) 2002 Elsevier Science Ltd. All rights reserved.