Nanoporous aluminosilicate catalyzed Friedel–Crafts alkylation reactions of indoles with aldehydes and acetals

Andrew Graham, Tomasz M. Kubczyk, Sarah M. Williams, Jacqueline R. Kean, Thomas E. Davies, Stuart H. Taylor

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Abstract

Nanoporous aluminosilicate materials efficiently catalyze Friedel–Crafts reactions of indoles to produce bisindolylalkane products. These reactions proceed rapidly and in high yields when acetals are used in place of the more commonly used carbonyl reagents. It is possible to capitalise on the large difference in the rates of reaction observed with aldehydes and acetals to develop a tandem acetalization-Friedel–Crafts protocol in which the acetal is generated in situ and undergoes subsequent reaction.
Original languageEnglish
Pages (from-to)2320 - 2325
Number of pages5
JournalGreen Chemistry
Volume13
Issue number9
DOIs
Publication statusPublished - 25 Jul 2011

Keywords

  • Nanoporous Aluminosilicate
  • Friedel–crafts
  • Aldehydes
  • Acetals

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