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  • Transition-metal-free synthesis of oxindoles by potassium tert-butoxide-promoted intramolecular α-arylation.

Transition-metal-free synthesis of oxindoles by potassium tert-butoxide-promoted intramolecular α-arylation.

Organic letters (2012-07-17)
Astrid Beyer, Julien Buendia, Carsten Bolm
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Potassium tert-butoxide, reagent grade, ≥98%
Sigma-Aldrich
Potassium tert-butoxide, sublimed grade, 99.99% trace metals basis
Sigma-Aldrich
Potassium tert-butoxide solution, 1.0 M in THF