2-trifluoromethoxy-9-[(4-methylphenyl)sulfonylamino]fluorene | 1292302-52-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-trifluoromethoxy-9-[(4-methylphenyl)sulfonylamino]fluorene
• 英文别名: 4-methyl-N-[2-(trifluoromethoxy)-9H-fluoren-9-yl]benzenesulfonamide
• CAS: 1292302-52-3
• 化学式: C₂₁H₁₆F₃NO₃S
• 分子量: 419.424
• InChiKey: IWGJRLLLKMLWPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-methyl-N-((4'-(trifluoromethoxy)-[1,1'-biphenyl]-2-yl)methylene)benzenesulfonamide 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 甲苯 为溶剂， 以91%的产率得到2-trifluoromethoxy-9-[(4-methylphenyl)sulfonylamino]fluorene
  参考文献：
  名称：

  Facile Cu(OTf)2-catalyzed preparation of 9-tosylaminofluorene derivatives from o-arylated N-tosylbenzaldimines

  摘要：

  The 9-tosylaminofluorene derivatives were synthesized conveniently by Cu(OTf)(2)-catalyzed aza-Friedel-Crafts reaction of o-arylated N-tosylbenzaldimines in high yields. This is an efficient, atom-economic, and green method. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.110

文献信息

• Lewis acid-catalyzed tandem synthesis of 9-sulfonylamino- and 9-arylfluorenes
  作者：Dayun Huang、Weiguang Yang、Jianlan Zhang、Xuesong Wang、Xinyan Wang、Yuefei Hu

  DOI：10.1039/c6ra03889a

  日期：——

  A Lewis acid-catalyzed three-step tandem synthesis of 9-arylfluorene was developed by simply heating a mixture of 2-formyl biphenyl, TsNCO and an arene. In the absence of arene, a two-step tandem synthesis of 9-sulfonylaminofluorene was achieved. These advances were mainly attributed to the discovery of an anhydrous synthesis of N-tosyl arylaldimines from TsNCO and arylaldehydes.

  通过简单地加热2-甲酰基联苯，TsNCO和芳烃的混合物，开发了路易斯酸催化的三步串联合成9-芳基芴的方法。在没有芳烃的情况下，实现了两步串联的9-磺酰基氨基芴的合成。这些进展主要归因于从TsNCO和芳基醛无水合成N-甲苯磺酰基芳基亚胺的发现。
• Efficient Synthesis of 9-Tosylaminofluorene Derivatives by Boron Trifluoride Etherate-Catalyzed Aza-Friedel-Crafts Reaction of in situ Generated N-Tosylbenzaldimines
  作者：Xufen Yu、Xiyan Lu

  DOI：10.1002/adsc.201000732

  日期：2011.3.7

  An efficient and expeditious boron trifluoride etherate (BF3⋅Et2O) catalyzed one‐pot reaction for the synthesis of N‐tosyl‐9‐aminofluorenes and anthracene derivatives from in situ generated N‐tosylbenzaldimines via an aza‐Friedal–Crafts reaction has been developed. The catalytic reaction shows high substrate tolerance with excellent yields.

  一种有效的和迅速的三氟化硼醚（BF 3 ⋅Et 2 O）催化的一锅用于合成反应Ñ甲苯磺酰基-9- aminofluorenes和蒽衍生物从原位生成Ñ -tosylbenzaldimines经由氮杂Friedal-Crafts反应具有已开发。催化反应显示出高的底物耐受性和优异的产率。
• Facile Cu(OTf)2-catalyzed preparation of 9-tosylaminofluorene derivatives from o-arylated N-tosylbenzaldimines
  作者：Xufen Yu、Xiyan Lu

  DOI：10.1016/j.tetlet.2010.10.110

  日期：2011.4

  The 9-tosylaminofluorene derivatives were synthesized conveniently by Cu(OTf)(2)-catalyzed aza-Friedel-Crafts reaction of o-arylated N-tosylbenzaldimines in high yields. This is an efficient, atom-economic, and green method. (C) 2010 Elsevier Ltd. All rights reserved.