N-allyl-N-(t-butoxycarbonyl)-2-isopropenylaniline | 402822-96-2

• 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-allyl-N-(t-butoxycarbonyl)-2-isopropenylaniline
• 英文别名: tert-butyl N-prop-2-enyl-N-(2-prop-1-en-2-ylphenyl)carbamate
• CAS: 402822-96-2
• 化学式: C₁₇H₂₃NO₂
• 分子量: 273.375
• InChiKey: XQNFCQGWPOTJIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-allyl-N-(t-butoxycarbonyl)-2-isopropenylaniline 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 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-异丙烯苯基苯胺 在 sodium hydroxide 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-allyl-N-(t-butoxycarbonyl)-2-isopropenylaniline
  参考文献：
  名称：

  A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents

  摘要：

  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.

  DOI：

  10.1016/j.tet.2004.01.084

文献信息

• Aromatic Enamide/Ene Metathesis toward Substituted Indoles and Its Application to the Synthesis of Indomethacins
  作者：Yayoi Kasaya、Kosuke Hoshi、Yukiyoshi Terada、Atsushi Nishida、Satoshi Shuto、Mitsuhiro Arisawa

  DOI：10.1002/ejoc.200900520

  日期：2009.9

  A steric and electronic effect on enamide/ene metathesis, a novel preparation of 2-substituted indoles and 3-substituted indoles using enamide-ene metathesis as a key reaction, and its application to the synthesis of indomethacin are described. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  描述了烯酰胺/烯复分解的空间和电子效应，使用烯酰胺 - 烯复分解作为关键反应制备 2-取代吲哚和 3-取代吲哚的新方法，及其在吲哚美辛合成中的应用。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)