A mild and efficient synthesis of 4-quinolones and quinolone heterocycles.
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.
Zewge
Daniel
D
Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA. daniel_zewge@merck.com
Chen
Cheng-Yi
CY
Deer
Curtis
C
Dormer
Peter G
PG
Hughes
Dave L
DL
D002384:Catalysis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D015394:Molecular Structure; D015363:Quinolones / Q000138:chemical synthesis*
D006571:Heterocyclic Compounds; D015363:Quinolones