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Synthesis of 7-arylquinolinones and 6-arylindoles from 3-aminobiphenyls through regioselective cyclization reactions

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
70
Issue
43
Identifiers
DOI: 10.1016/j.tet.2014.08.012
Keywords
  • Quinolinones
  • Aminobiphenyls
  • Cyclizations
  • Cinnamic Amides
  • Heterocycles

Abstract

Abstract 7-Arylquinolinones were obtained in two steps from 3-aminobiphenyls through conversion into cinnamic amides. The highly regioselective cyclization under elimination of anisole proceeded in the presence of phosphoric acid and phosphorous pentoxide. 6-Arylindoles were accessible, although in lower yields, from 3-aminobiphenyls via 3-(biphenylamino)acrylates and palladium-catalyzed cyclization reactions.

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