Synthesis of N-aryl and N-alkyl anthranilic acids via S(N)Ar reaction of unprotected 2-fluoro- and 2-methoxybenzoic acids by lithioamides

Substitution of the fluoro or methoxy group in unprotected 2-fluoro- and 2-methoxybenzoic acids to afford N-aryl and N-alkyl anthranilic acids occurs upon reaction with lithioamides under mild conditions in the absence of a metal catalyst.

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Veröffentlicht in:Organic letters 2010-05, Vol.12 (10), p.2406-2409
Hauptverfasser: Belaud-Rotureau, Mickaël, Le, Tin Thanh, Phan, Thi Huong Thu, Nguyen, Thi Huu, Aissaoui, Regadia, Gohier, Frédéric, Derdour, Aïcha, Nourry, Arnaud, Castanet, Anne-Sophie, Nguyen, Kim Phi Phung, Mortier, Jacques
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Sprache:eng
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Zusammenfassung:Substitution of the fluoro or methoxy group in unprotected 2-fluoro- and 2-methoxybenzoic acids to afford N-aryl and N-alkyl anthranilic acids occurs upon reaction with lithioamides under mild conditions in the absence of a metal catalyst.
ISSN:1523-7052
DOI:10.1021/ol1007586