Transition-metal-free synthesis of oxindoles by potassium tert-butoxide-promoted intramolecular α-arylation.
Potassium tert-butoxide-mediated intramolecular α-arylations of fluoro- and chloro-substituted anilides provide oxindoles in DMF at 80 °C. In this manner, diversely substituted products have been obtained in moderate to high yields.
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, Germany.
Astrid
A
Beyer
Julien
J
Buendia
Carsten
C
Bolm
D000813:Anilides / Q000737:chemistry*; D000440:Butanols / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D006358:Hot Temperature; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D000078183:Oxindoles; D013237:Stereoisomerism
D000813:Anilides; D000440:Butanols; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; C077664:tert-butoxide, potassium