38446-21-8Relevant academic research and scientific papers
Palladium-catalyzed oxidative carbonylation of aromatic C-H bonds of N -alkylanilines with CO and alcohols for the synthesis of o -aminobenzoates
Chen, Ming,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
, p. 1258 - 1263 (2015/01/30)
A Pd(II)-catalyzed C-H monocarbonylation of N-alkylanilines for the synthesis of o-aminobenzoates has been developed. Various aliphatic alcohols and phenol were tolerated in the reaction to afford the corresponding o-aminobenzoates in good yields under mild balloon pressure of CO.
CONVENIENT SYNTHESIS OF ESTERS OF 2-PYRROLECARBOXYLIC ACID AND OF PYRIDINECARBOXYLIC ACIDS BY SOLID-LIQUID PHASE TRANSFER CATALYSIS WITHOUT ADDED SOLVENT
Barry, Jean,Bram, Georges,Petit, Alain
, p. 875 - 880 (2007/10/02)
By reaction of aromatic K-carboxylates having nucleophilic N-atom in solid-liquid phase transfer catalysis (PTC) conditions without added solvent (catalyst : tetraalkylammonium halide) with alkylating reagents, the corresponding esters are prepared.By a judicious choice of experimental conditions, the amounts of N-alkylated products can be lowered.From 2-pyrrolecarboxylic acid, the three isomers of pyridinecarboxylic acid and o-aminobenzoic acid, corresponding esters of ethyl, benzyl, n-octyl and n-cetyl, generally are obtained with good yields.
Reactions of Anthranilium Salts with Nucleophiles: Adduct Formation and Rearrangement
Vander Meer, Robert K.,Olofson, R. A.
, p. 3373 - 3377 (2007/10/02)
3-Unsubstituted anthranilium salts 1 react with alcohols in the presence of bases to yield adducts 5 which rearrange to the esters 4 when refluxed in xylene.Similar processes involving 1 and cyanide or azide also have been observed.Evidence favoring benzoazetinones 2 as rearrangement intermediates is presented.The chemistry of 1 with phosphines and phosphites is also described.For example, treatment of 1c with trimethyl phosphite yields the rearranged adduct salt 14 which cleaves to the acyl phosphonate 15 when treated with triethylamine.
