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.
Belaud-Rotureau
Mickaël
M
Université du Maine and CNRS, Unité de Chimie Organique Moléculaire and Macromoléculaire (UMR 6011), Faculté des Sciences, avenue Olivier Messiaen, 72085 Le Mans Cedex 9, France.
Le
Tin Thanh
TT
Phan
Thi Huong Thu
TH
Nguyen
Thi Huu
TH
Aissaoui
Regadia
R
Gohier
Frédéric
F
Derdour
Aïcha
A
Nourry
Arnaud
A
Castanet
Anne-Sophie
AS
Nguyen
Kim Phi Phung
KP
Mortier
Jacques
J
D000577:Amides / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D062367:ortho-Aminobenzoates / Q000138:chemical synthesis* / Q000737:chemistry
D000577:Amides; D001565:Benzoates; D009942:Organometallic Compounds; D062367:ortho-Aminobenzoates; D008094:Lithium