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Synthesis of new N-aryl oxindoles as intermediates for pharmacologically active compounds
Authors:Murat Acemoglu  Thomas Allmendinger  Jacques Cercus  Gottfried H. Sedelmeier
Affiliation:a Chemical and Analytical Development, Novartis Pharma AG, CH-4002 Basel, Switzerland
b Chemical and Analytical Development, Novartis Institute for Biomedical Research, One Health Plaza, East Hanover, NJ 07936, USA
Abstract:Various new N-aryl oxindoles were synthesized as intermediates for the preparation of pharmacologically active 2-(N-arylamino)-phenylacetic acids. Two novel approaches were explored for the construction of diarylamine and N-aryl oxindole core structures, in addition to Buchwald-arylamination and Smiles rearrangement. Condensation of anilines with 2-oxo-cyclohexylidene-acetic acid derivatives and subsequent dehydrogenation is a new and viable method for the preparation of N-aryl oxindoles.
Keywords:Diarylamines   N-Aryl oxyindoles   2-(N-Arylamino)-phenylacetic acids   NSAID's
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