4.8 Article

Bronsted acid ionic liquid catalyzed facile synthesis of 3-vinylindoles through direct C3 alkenylation of indoles with simple ketones

Journal

GREEN CHEMISTRY
Volume 16, Issue 8, Pages 3715-3719

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4gc00840e

Keywords

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Funding

  1. National Natural Science Foundation of China [21173089, 21373093]
  2. Fundamental Research Funds for the Central Universities of China [2014ZZGH019]

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A direct dehydrative coupling protocol for the synthesis of 3-vinylindoles using easily available indoles and simple ketones as substrates was developed with the aid of a sulfonyl-containing Bronsted acid ionic liquid. The salient features of this protocol are high synthetic efficiency, a metal- and solvent-free system, a recyclable catalyst, mild conditions and easy product isolation. With the ionic liquid catalyst, a hitherto unreported straightforward method for the construction of the indolo[3,2-b]carbazole skeleton was also developed using 2-hydroxymethylindole and acetophenone as starting materials.

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