Synthesis of N-Aryl and N-Alkyl Anthranilic Acids via SnAr Reaction of Unprotected 2-fluoro- and 2-Methoxybenzoic Acids by Lithioamides

Mickaël Belaud-Rotureau (1) , Tin Thanh Le (1, 2) , Thi Huong Thu Pham (1, 2) , Thi Huu Nguyen (1) , Regadia Aissaoui (1, 3) , Frédéric Gohier (1) , Aïcha Derdour (3) , Arnaud Nourry (1) , Anne-Sophie Castanet (1) , Kim Phi Phung Nguyen (2) , Jacques Mortier (1)

1 UCO2M - Unité de chimie organique moléculaire et macromoléculaire
2 Ecole des Sciences Naturelles Ho Chi Minh Ville
3 Faculté des Sciences, Département de Chimie, Université d'Es-sénia

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.

Domaines: Chimie organique

Mickaël Belaud-Rotureau, Tin Thanh Le, Thi Huong Thu Pham, Thi Huu Nguyen, Regadia Aissaoui, et al.. Synthesis of N-Aryl and N-Alkyl Anthranilic Acids via SnAr Reaction of Unprotected 2-fluoro- and 2-Methoxybenzoic Acids by Lithioamides. Organic Letters, 2010, 12 (10), pp.2406-2409. ⟨10.1021/ol1007586⟩. ⟨hal-00489067⟩