Superacid-promoted cyclodehydration leading to the imidazo[2,1-a] isoquinoline ring system

Anila Kethe, Rajasekhar Reddy Naredla, Douglas A. Klumpp

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A series of heterocycle-substituted acetophenones were prepared and reacted with the Brønsted superacid CF3SO3H (triflic acid=trifluoromethanesulfonic acid). Cyclodehydration provided aryl-substituted imidazo[2,1-a]isoquinolines and related products (28-85%, seven examples). A mechanism is proposed involving dicationic intermediates.

Original languageEnglish (US)
Pages (from-to)1457-1461
Number of pages5
JournalHelvetica Chimica Acta
Volume96
Issue number8
DOIs
StatePublished - Aug 2013
Externally publishedYes

Keywords

  • Cyclodehydration
  • Imidazo[2,1-a]isoquinoline
  • Superacids

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