N-烯丙基-N-苄基-2-(1-甲基乙烯基)苯胺 | 402822-93-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-烯丙基-N-苄基-2-(1-甲基乙烯基)苯胺
• 英文名称: N-allyl-N-benzyl-2-(1-methylvinyl)aniline
• 英文别名: N-allyl-N-benzyl-2-isopropenylaniline；N-benzyl-2-prop-1-en-2-yl-N-prop-2-enylaniline
• CAS: 402822-93-9
• 化学式: C₁₉H₂₁N
• 分子量: 263.382
• InChiKey: ZKAGTFGWCVHETI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 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-烯丙基-N-苄基-2-(1-甲基乙烯基)苯胺 在 Grubbs catalyst first generation 氢气 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-甲基喹啉
  参考文献：
  名称：

  Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene–ene metathesis and ene–enol ether metathesis

  摘要：

  We describe a novel and convenient method for quinoline synthesis using ring-closing olefin metathesis (RCM), ene-ene metathesis, and ene-enol ether metathesis. We also report the first example of enol silyl ether-ene metathesis to produce cyclic enol silyl ether. Using this method, versatile substituted quinoline derivatives were readily prepared in excellent yield from anthranilic acid derivatives. C 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01714-2
• 作为产物：
  描述：

  (2-Isopropenyl-phenyl)-[1-phenyl-meth-(E)-ylidene]-amine 在 sodium cyanoborohydride 、 sodium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 N-烯丙基-N-苄基-2-(1-甲基乙烯基)苯胺
  参考文献：
  名称：

  辅助串联钌催化的一锅环封闭复分解/ 1,3-偶极环加成反应：异吲哚并[2,1-a]喹啉结构染料的合成

  摘要：

  一锅串联反应的ñ -烷基- ñ与苯并或萘醌-烯丙基-2-乙烯基苯胺衍生物和钌-亚烷基催化剂导致异吲哚基[2,1-一个〕喹啉在有多种颜色，其可以是通过交换核心杂环上的取代基进行更改（请参见方案）。该反应为由简单的苯胺衍生物衍生的π共轭小分子提供了一种新的合成方法。

  DOI：

  10.1002/anie.201206765

文献信息

• Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene–ene metathesis and ene–enol ether metathesis
  作者：Mitsuhiro Arisawa、Chumpol Theeraladanon、Atsushi Nishida、Masako Nakagawa

  DOI：10.1016/s0040-4039(01)01714-2

  日期：2001.11

  We describe a novel and convenient method for quinoline synthesis using ring-closing olefin metathesis (RCM), ene-ene metathesis, and ene-enol ether metathesis. We also report the first example of enol silyl ether-ene metathesis to produce cyclic enol silyl ether. Using this method, versatile substituted quinoline derivatives were readily prepared in excellent yield from anthranilic acid derivatives. C 2001 Elsevier Science Ltd. All rights reserved.
• A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents
  作者：Chumpol Theeraladanon、Mitsuhiro Arisawa、Atsushi Nishida、Masako Nakagawa

  DOI：10.1016/j.tet.2004.01.084

  日期：2004.3

  A method for synthesizing substituted quinolines using ruthenium-catalyzed ring-closing metathesis as a key step has been developed. Substituted 1,2-dihydroquinolines, 4-silyloxy-1,2-dihydroquinoline and 4-methoxy-1,2-dihydroquinoline, were successfully synthesized in excellent yields via ene-ene metathesis and silyl or alkyl enol ether-ene metathesis, respectively. The synthetic intermediates of the antimalarial agents quinine, chloroquine, and PPMP-quinine hybrid were efficiently synthesized by this methodology. (C) 2004 Elsevier Ltd. All rights reserved.
• One-Pot Ring-Closing Metathesis/1,3-Dipolar Cycloaddition through Assisted Tandem Ruthenium Catalysis: Synthesis of a Dye with Isoindolo[2,1-<i>a</i>]quinoline Structure
  作者：Mitsuhiro Arisawa、Yuki Fujii、Hiroshige Kato、Hayato Fukuda、Takashi Matsumoto、Mika Ito、Hiroshi Abe、Yoshihiro Ito、Satoshi Shuto

  DOI：10.1002/anie.201206765

  日期：2013.1.14

  The one‐pot tandem reaction of N‐alkyl‐N‐allyl‐2‐vinylaniline derivatives with benzo‐ or naphthoquinones and a ruthenium–alkylidene catalyst leads to isoindolo[2,1‐a]quinolines in a variety of colors, which can be altered by exchanging the substituent on the core heterocycle (see scheme). This reaction offers a new synthetic method for π‐conjugated small molecules from simple aniline derivatives.

  一锅串联反应的ñ -烷基- ñ与苯并或萘醌-烯丙基-2-乙烯基苯胺衍生物和钌-亚烷基催化剂导致异吲哚基[2,1-一个〕喹啉在有多种颜色，其可以是通过交换核心杂环上的取代基进行更改（请参见方案）。该反应为由简单的苯胺衍生物衍生的π共轭小分子提供了一种新的合成方法。