1-(Benzotriazol-1-yl)ethylimino-triphenyl-lambda5-phosphane | 155791-34-7

• 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-(Benzotriazol-1-yl)ethylimino-triphenyl-lambda5-phosphane
• 英文别名: 1-(benzotriazol-1-yl)ethylimino-triphenyl-λ5-phosphane
• CAS: 155791-34-7
• 化学式: C₂₆H₂₃N₄P
• 分子量: 422.469
• InChiKey: ANZLKBOWMMOTFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(Benzotriazol-1-yl)ethylimino-triphenyl-lambda5-phosphane 在 sodium hydride 作用下， 以 四氢呋喃 、 paraffin 为溶剂， 反应 2.0h， 生成 乙烯胺,N-(三苯基正膦亚基)-
  参考文献：
  名称：

  A New and Safe Approach to (N-Vinylimino)phosphoranes

  摘要：

  1-[alpha-(Phosphoranylideneamino)alkyl] benzotriazoles, obtained by Staudinger phosphenimide-forming reaction of (azidoalkyl)benzotriazoles, possessing a proton in a beta-position to nitrogen reacted with sodium hydride in THF to afford (N-vinylimino)phosphoranes in high yields. The latter were trapped with chalcone to give the corresponding 2,4-diphenylpyridines.

  DOI：

  10.1021/jo00089a017
• 作为产物：
  描述：

  1-(benzotriazol-1-yl)-1-chloroethane 在 sodium azide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 16.5h， 生成 1-(Benzotriazol-1-yl)ethylimino-triphenyl-lambda5-phosphane
  参考文献：
  名称：

  A New and Safe Approach to (N-Vinylimino)phosphoranes

  摘要：

  1-[alpha-(Phosphoranylideneamino)alkyl] benzotriazoles, obtained by Staudinger phosphenimide-forming reaction of (azidoalkyl)benzotriazoles, possessing a proton in a beta-position to nitrogen reacted with sodium hydride in THF to afford (N-vinylimino)phosphoranes in high yields. The latter were trapped with chalcone to give the corresponding 2,4-diphenylpyridines.

  DOI：

  10.1021/jo00089a017

文献信息

• Easy Access to <i>N,N</i>-Bis(but-3-enyl)-, <i>N</i>-Allyl-<i>N</i>-(but-3-enyl)-, and <i>N</i>-(But-3-ynyl)-<i>N</i>-(but-3-enyl)-amines
  作者：Alan R. Katritzky、Satheesh K. Nair、Alina Silina

  DOI：10.1021/jo020118t

  日期：2002.10.1

  5a-i were prepared in overall 74% yield from 1-(triphenylphosphoroylideneaminoalkyl)benzotriazole using an aza-Wittig reaction with aldehydes followed by a double Grignard reaction with allylmagnesium bromide. Use of vinyl or 1-propynylmagnesium bromide and allylmagnesium bromide in a sequential fashion also formed the expected doubly unsaturated amines 9a,b and 12, respectively.

  N-N-双（丁-3-烯基）胺5a-i由1-（三苯基磷亚烷基氨基烷基）苯并三唑与醛的aza-Wittig反应，然后与烯丙基溴化镁进行双重格氏反应制备，总产率为74％。依次使用乙烯基或1-丙炔基溴化镁和烯丙基溴化镁也分别形成了预期的双不饱和胺9a，b和12。
• A Convenient Two-Pot Conversion of Aldehydes to<i>Sec</i>-Alkyl Primary Amines : Reactions of α-(Benzotriazol-1-yl)Alkyliminophosphoranes with Organocerium (III) Or Grignard Reagents
  作者：Alan R. Katritzky、Roman Mazurkiewicz、Christian V. Stevens、Mikhail F. Gordeev、Peter J. Steel

  DOI：10.1080/00397919408010616

  日期：1994.11

  1-(a-Phosphoroylideneaminoalky1)benzotriazoles reacted with organocerium (III) dichlorides or Grignard reagents to produce N-(sec-alkyl) iminophosphoranes, which were hydrolyzed to sec-alkyl primary amines in good overall yields. This sequence provides a convenient two-pot transformation of aldehydes to sec-alkyl primary amines.

  摘要 1-(a-Phosphoroylideneaminoalk1) 苯并三唑与有机铈 (III) 二氯化物或格氏试剂反应生成 N-(仲烷基) 亚氨基正膦，然后以良好的总产率水解为仲烷基伯胺。该序列提供了方便的醛到仲烷基伯胺的两锅法转化。
• Katritzky Alan R., Mazurkiewicz Roman, Stevens Christian V., Gordeev Mikh+, Synth. Commun, 24 (1994) N 20, S 2955-2972
  作者：Katritzky Alan R., Mazurkiewicz Roman, Stevens Christian V., Gordeev Mikh+

  DOI：——

  日期：——