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Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective α Arylation of Amides

✍ Scribed by Linglin Wu; Laura Falivene; Dr. Emma Drinkel; Sharday Grant; Priv.-Doz. Dr. Anthony Linden; Prof. Dr. Luigi Cavallo; Prof. Dr. Reto Dorta

Book ID: 112000821
Publisher: John Wiley and Sons
Year: 2012
Tongue: English
Weight: 687 KB
Volume: 51
Category: Article
ISSN: 0044-8249
DOI: 10.1002/anie.201200206

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A variety of 3-aryl substituted oxindoles can be rapidly constructed by treatment of a suitable 2,2-dimethoxy arylacetanilide, with titanium tetrachloride or boron trifluoride etherate ; the synthesis of the precursors hinges on a powerful reaction between arylacetic acids and thionyl chloride.