Iron-catalyzed intramolecular o-arylation: synthesis of 2-aryl benzoxazoles.
A practical iron-catalyzed intramolecular O-arylation reaction and its application in the synthesis of benzoxazole derivatives, starting from the readily available 2-haloanilines, is presented. The key cyclization step involves the use of a combination of the cheap and environmentally friendly FeCl(3) and 2,2,6,6-tetramethyl-3,5 heptanedione (TMHD) as the catalyst system.
Bonnamour
Julien
J
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52056 Aachen, Germany.
Bolm
Carsten
C
D000577:Amides / Q000737:chemistry; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007501:Iron / Q000737:chemistry*; D015394:Molecular Structure
D000577:Amides; D001583:Benzoxazoles; D007501:Iron