4.5 Article

The Asymmetric Friedel-Crafts Reaction of Indoles with Fluoroalkylated Nitroalkenes Catalyzed by Chiral Phosphoric Acid

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 24, Pages 4536-4539

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100683

Keywords

Asymmetric catalysis; Organocatalysis; Friedel-Crafts reactions; Fluoroalkylation; Enantioselectivity

Funding

  1. Chinese Academy of Sciences
  2. National Natural Science Foundation [20972179, 21032006]

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The enantioselective Friedel Crafts fluoroalkylation of indoles with fluoroalkylated nitroalkenes, catalyzed by chiral phosphoric acid is described. The regioselectivity of fluoroalkylated nitroalkenes is a problem worth discussing, and it was found that the carbon atom adjacent to the fluoroalkyl group is more reactive than that adjacent to NO2 group.

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