N,N-dimethyl 2-phenyl-4-penteneselenoamide

• 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: N,N-dimethyl 2-phenyl-4-penteneselenoamide
• 英文别名: N,N-dimethyl-2-phenylpent-4-eneselenoamide
• 化学式: C₁₃H₁₇NSe
• 分子量: 266.245
• InChiKey: YDZHKOSHIYJDQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl 2-phenyl-4-penteneselenoamide 在 碲化氢 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.01h， 生成 N,N-dimethyl 2-phenyl-4-pentenetelluroamide
  参考文献：
  名称：

  无环硒亚胺盐：分离，初步结构表征和反应。

  摘要：

  [反应：见正文]通过使相应的硒酰胺与三氟甲磺酸甲酯在室温下反应30 s，可获得多种硒亚胺盐。所有的盐在空气中都是稳定的。硒亚胺盐的结构通过X射线分子分析确定。芳香族硒亚胺盐与BuLi（3当量）反应生成两种类型的酮。在与LiAlH（4）/ Te的反应中，硒亚胺盐被转化为碲酰胺。

  DOI：

  10.1021/ol034334f
• 作为产物：
  描述：

  二甲胺 、 3-溴丙烯 、 苯乙炔 在 正丁基锂 、 selenium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.67h， 以84%的产率得到N,N-dimethyl 2-phenyl-4-penteneselenoamide
  参考文献：
  名称：

  乙炔锂和格氏试剂与硒亚胺盐的顺序加成反应生成带有四取代碳中心的 2-丙炔基叔胺

  摘要：

  由硒酰胺和 MeOTf 原位生成的硒亚胺盐依次与乙炔锂和格氏试剂反应，得到带有四取代基的 2-丙炔基叔胺。

  DOI：

  10.1246/bcsj.80.2220

文献信息

• Acyclic Selenoiminium Salts:  Isolation, First Structural Characterization, and Reactions
  作者：Yuichiro Mutoh、Toshiaki Murai

  DOI：10.1021/ol034334f

  日期：2003.4.1

  [reaction: see text] A variety of selenoiminium salts were obtained by reacting the corresponding selenoamides with methyl triflate at room temperature for 30 s. All of the salts were stable under air. The structures of the selenoiminium salts were determined by X-ray molecular analysis. An aromatic selenoiminium salt reacted with BuLi (3 equiv) to give two types of ketones. In a reaction with LiAlH(4)/Te

  [反应：见正文]通过使相应的硒酰胺与三氟甲磺酸甲酯在室温下反应30 s，可获得多种硒亚胺盐。所有的盐在空气中都是稳定的。硒亚胺盐的结构通过X射线分子分析确定。芳香族硒亚胺盐与BuLi（3当量）反应生成两种类型的酮。在与LiAlH（4）/ Te的反应中，硒亚胺盐被转化为碲酰胺。
• MeOTf-Mediated Alkynylation of Selenoamides Leading to β-Methylselenenyl α,β-Unsaturated Ketones and Their Characterization
  作者：Toshiaki Murai、Yuichiro Mutoh、Shinzi Kato

  DOI：10.1021/ol015968u

  日期：2001.6.1

  [reaction: see text] beta-Methylselenenyl alpha,beta-unsaturated ketones were effectively synthesized by treating selenoamides with methyl triflate, followed by reaction with lithium acetylides. The reaction proceeded with high stereoselectivity to give exclusively Z-isomers. (77)Se NMR studies and X-ray molecular structure analysis of beta-methylselenenyl alpha,beta-unsaturated ketones suggested that

  [反应：见正文]通过用三氟甲磺酸甲酯处理硒酰胺，然后与乙炔化锂反应，可以有效地合成β-甲基硒烯基α，β-不饱和酮。反应以高立体选择性进行，仅得到Z-异构体。（77）Se NMR研究和β-甲基硒烯α，β-不饱和酮的X射线分子结构分析表明，该产品显示出硒原子和羰基氧原子之间的1,5-非键相互作用。
• Telluration of seleno- and chloroiminium salts leading to various telluroamides, and their structure and NMR properties
  作者：Yuichiro Mutoh、Toshiaki Murai、Shigeru Yamago

  DOI：10.1016/j.jorganchem.2006.03.045

  日期：2007.1

  The reaction of seleno- and chloroiminium salts with a tellurating agent derived from LiAlH4 and elemental tellurium gave telluro-amides in moderate to good yields. This new synthetic method enabled the isolation of the first aliphatic and secondary telluroamides. The molecular structure of an aromatic telluroamide was successfully revealed for the first time; the length of the C=Te bond in the aromatic telluroamide was the same as that in the telluroformamide-Cr complex, and the aromatic ring and Te=C-N moiety were not planar. Unlike the structure in the solid state, spectroscopic data of telluroamides suggest that there is conjugation between these two planes. The properties of the NMR spectra of a series of chalcogenoamides are also discussed. (c) 2006 Elsevier B.V. All rights reserved.
• Sequential Addition Reactions of Lithium Acetylides and Grignard Reagents to Selenoiminium Salts Leading to 2-Propynyl Tertiary Amines Bearing a Tetrasubstituted Carbon Center
  作者：Toshiaki Murai、Sho Nogawa、Yuichiro Mutoh

  DOI：10.1246/bcsj.80.2220

  日期：2007.11.15

  Selenoiminium salts generated in situ from selenoamides and MeOTf were reacted sequentially with lithium acetylides and Grignard reagents to give 2-propynyl tertiary amines bearing a tetrasubstitut...

  由硒酰胺和 MeOTf 原位生成的硒亚胺盐依次与乙炔锂和格氏试剂反应，得到带有四取代基的 2-丙炔基叔胺。