1,N-bis(trimethylsilyl)-2,2-difluoro-1-[N-(p-methoxyphenyl)]aminoethene | 445468-00-8

• 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,N-bis(trimethylsilyl)-2,2-difluoro-1-[N-(p-methoxyphenyl)]aminoethene
• 英文别名: N-(2,2-difluoro-1-trimethylsilylethenyl)-4-methoxy-N-trimethylsilylaniline
• CAS: 445468-00-8
• 化学式: C₁₅H₂₅F₂NOSi₂
• 分子量: 329.537
• InChiKey: MWKQDXGRNKYUPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.32
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-苄叉苯胺 、 1,N-bis(trimethylsilyl)-2,2-difluoro-1-[N-(p-methoxyphenyl)]aminoethene 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以79%的产率得到2,2-difluoro-1,N-diphenyl-3-[N'-(p-methoxyphenyl)]imino-3-(trimethylsilyl)propanamine
  参考文献：
  名称：

  Mg-Promoted Double Silylation of Trifluoroacetimidoyl Chlorides. A New Entry to the Fluorinated Dianion Equivalents

  摘要：

  A Mg(0)/Me3SiCl system was found to be effective for the preparation of a novel fluorinated dianion equivalent. A one-pot reaction sequence involving reductive C-F and C-Cl bond cleavage reactions of trifluoroacetimidoyl chlorides afforded bis-silylated difluoroenamines. Subsequent carbon-carbon bond-forming reactions of the bis(silyl)enamines with two kinds of electrophiles gave a variety of difluorinated imines.

  DOI：

  10.1021/ol035528y
• 作为产物：
  描述：

  三甲基氯硅烷 、 N-(4-Methoxyphenyl)trifluoroacetimidoyl Chloride 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以84%的产率得到1,N-bis(trimethylsilyl)-2,2-difluoro-1-[N-(p-methoxyphenyl)]aminoethene
  参考文献：
  名称：

  Mg-Promoted Double Silylation of Trifluoroacetimidoyl Chlorides. A New Entry to the Fluorinated Dianion Equivalents

  摘要：

  A Mg(0)/Me3SiCl system was found to be effective for the preparation of a novel fluorinated dianion equivalent. A one-pot reaction sequence involving reductive C-F and C-Cl bond cleavage reactions of trifluoroacetimidoyl chlorides afforded bis-silylated difluoroenamines. Subsequent carbon-carbon bond-forming reactions of the bis(silyl)enamines with two kinds of electrophiles gave a variety of difluorinated imines.

  DOI：

  10.1021/ol035528y

文献信息

• An Improved Synthesis of Fluorinated Imidoylsilanes
  作者：Hideki Amii、Kenji Uneyama、Chie Akamatsu、Atsushi Yamauchi、Takeshi Kobayashi、Yu Ozeki、Jun Takagi

  DOI：10.1055/s-2006-942361

  日期：2006.6

  A practical and efficient method for the preparation of fluorinated imidoylsilanes is described. The key step involves finely controlled activation of C-Cl and C-Br bonds in fluorinated imidoyl chlorides and bromides, respectively.

  描述了一种制备氟化咪唑基硅烷的实用高效方法。关键步骤是对氟化咪唑基氯化物和溴化物中的C-Cl和C-Br键进行精细控制的激活。
• A facile synthesis of difluoromethylaziridines
  作者：Masayuki Mae、Makoto Matsuura、Hideki Amii、Kenji Uneyama

  DOI：10.1016/s0040-4039(02)00205-8

  日期：2002.3

  Difluoromethylaziridines were synthesized by the reaction of dimethylsulfonium methylide with difluoroenamines which were easily prepared from trifluoromethylimines by magnesium-promoted defluorosilylation. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Mg-Promoted Double Silylation of Trifluoroacetimidoyl Chlorides. A New Entry to the Fluorinated Dianion Equivalents
  作者：Takeshi Kobayashi、Takashi Nakagawa、Hideki Amii、Kenji Uneyama

  DOI：10.1021/ol035528y

  日期：2003.11.1

  A Mg(0)/Me3SiCl system was found to be effective for the preparation of a novel fluorinated dianion equivalent. A one-pot reaction sequence involving reductive C-F and C-Cl bond cleavage reactions of trifluoroacetimidoyl chlorides afforded bis-silylated difluoroenamines. Subsequent carbon-carbon bond-forming reactions of the bis(silyl)enamines with two kinds of electrophiles gave a variety of difluorinated imines.