2,2,2-trifluoro-1-(1-(propyl-2-ynylamino)naphthalen-2-yl)ethanone | 1145744-48-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2,2-trifluoro-1-(1-(propyl-2-ynylamino)naphthalen-2-yl)ethanone
• 英文别名: 2,2,2-Trifluoro-1-[1-(prop-2-ynylamino)naphthalen-2-yl]ethanone；2,2,2-trifluoro-1-[1-(prop-2-ynylamino)naphthalen-2-yl]ethanone
• CAS: 1145744-48-4
• 化学式: C₁₅H₁₀F₃NO
• 分子量: 277.246
• InChiKey: ALBYQSOWCDJGLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2,2-trifluoro-1-(1-(propyl-2-ynylamino)naphthalen-2-yl)ethanone 、 苄基叠氮 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以64%的产率得到1-{1-[(1-benzyl-1H-[1,2,3]triazol-4-ylmethyl)-amino]-naphthalen-2-yl}-2,2,2-trifluoro-ethanone
  参考文献：
  名称：

  Copper catalyzed 1,3-dipolar cycloaddition reaction of azides with N-(2-trifluoroacetylaryl)propargylamines

  摘要：

  The synthesis of N-(2-trifluoroacetylaryl)propargylamines 10-14 and 17 is presented. The copper(I) catalyzed cycloaddition reaction of these propargylamines (dipolarophiles) with a series of azides (1,3-dipoles) 18-20, 21 and 24 was found to proceed smoothly in dimethylsulfoxide at room temperature, to furnish the corresponding 1,4-disubstituted-[1,2,3]triazole derivatives 26-36 in moderate to good yields. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.05.015
• 作为产物：
  描述：

  炔丙胺 、 N,N-dimethyl-2-trifluoroacetyl-1-naphthylamine 以 丙腈 为溶剂， 反应 16.0h， 以68%的产率得到2,2,2-trifluoro-1-(1-(propyl-2-ynylamino)naphthalen-2-yl)ethanone
  参考文献：
  名称：

  Copper catalyzed 1,3-dipolar cycloaddition reaction of azides with N-(2-trifluoroacetylaryl)propargylamines

  摘要：

  The synthesis of N-(2-trifluoroacetylaryl)propargylamines 10-14 and 17 is presented. The copper(I) catalyzed cycloaddition reaction of these propargylamines (dipolarophiles) with a series of azides (1,3-dipoles) 18-20, 21 and 24 was found to proceed smoothly in dimethylsulfoxide at room temperature, to furnish the corresponding 1,4-disubstituted-[1,2,3]triazole derivatives 26-36 in moderate to good yields. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.05.015

文献信息

• Copper catalyzed 1,3-dipolar cycloaddition reaction of azides with N-(2-trifluoroacetylaryl)propargylamines
  作者：Jean-Florent Lamarque、Christophe Lamarque、Sandrine Lassara、Maurice Médebielle、Jérome Molette、Emilie David、Stéphane Pellet-Rostaing、Marc Lemaire、Etsuji Okada、Dai Shibata、Guillaume Pilet

  DOI：10.1016/j.jfluchem.2008.05.015

  日期：2008.9

  The synthesis of N-(2-trifluoroacetylaryl)propargylamines 10-14 and 17 is presented. The copper(I) catalyzed cycloaddition reaction of these propargylamines (dipolarophiles) with a series of azides (1,3-dipoles) 18-20, 21 and 24 was found to proceed smoothly in dimethylsulfoxide at room temperature, to furnish the corresponding 1,4-disubstituted-[1,2,3]triazole derivatives 26-36 in moderate to good yields. (c) 2008 Elsevier B.V. All rights reserved.