A mild and efficient synthesis of 4-quinolones and quinolone heterocycles

J Org Chem. 2007 May 25;72(11):4276-9. doi: 10.1021/jo070181o. Epub 2007 Apr 26.

Abstract

The cycloacylation of aniline derivatives to 4-quinolones in the presence of Eaton's reagent is described. This high-yielding methodology is applicable to a wide variety of functionalized anilines and requires milder conditions than those traditionally employed. This cyclization protocol is used to prepare a host of heterocycles and bis-quinolones and is characterized by relatively low reaction temperature and ease of product isolation.

MeSH terms

  • Catalysis
  • Cyclization
  • Heterocyclic Compounds / chemical synthesis*
  • Molecular Structure
  • Quinolones / chemical synthesis*

Substances

  • Heterocyclic Compounds
  • Quinolones