91059-63-1Relevant articles and documents
Decarboxylative Hydroxylation of Benzoic Acids
Ritter, Tobias,Su, Wanqi,Xu, Peng
supporting information, p. 24012 - 24017 (2021/10/06)
Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.
Reactions of 4-nitrophenyl 2-thiophenecarboxylates with R 2NH/R2NH2+ in 20 mol % DMSO (aq). Effects of 5-thienyl substituent and base strength
Pyun, Sang Yong,Cho, Bong Rae
, p. 2036 - 2040 (2013/09/02)
Reactions of 4-nitrophenyl 2-thiophenecarboxylate (1a-e) with R 2NH/R2NH2+ in 20 mol % DMSO (aq) have been studied kinetically. The 2nd order kinetics, βnuc = 0.88-0.98, and linear Hammett and Yukawa-
Metal Ion Promoted Hydrolysis of p-Nitrophenyl Anthranilates, Glutarate, Salicylate, α-Thiophenate and α-Furoate
Alwar, S. Bangaru Sudarsan,Yesodha, G.,Thiagarajan, V.
, p. 476 - 480 (2007/10/02)
The hydrolysis of 4-nitrophenyl anthranilates, salicylate, glutarate, α-thiophenate and α-furoate at pH 9 is first order in , both in the presence and absence of metal ions.The OH(-) ion is considered the most predominant nucleophile under the conditions of the experiments.Ni(II) and Cu(II) ions enhance the rates of hydrolysis.Enhanced metal ion catalysis is observed with increase in buffer concentration.Hammett rho values for the hydrolysis of 4-nitrophenyl anthranilates are +1.7 and +1.1 in the presence and absence of Ni(II) respectively.The metal forms complexes with the esters and OH(-) ion is considered to attack the ester carbonyl of the complexes.No catalysis is observed with Cu(II), Ni(II) or Zn(II) in the hydrolysis of half-esters of succinic, glutaric and diphenic acids.Intramolecular participation of carboxyl group in the removal of phenoxide is probably inhibited in the presence of metal ion which is coordinated to the carbonyl of ester and acid hydroxyl.Stability of ring formed by the metal ion with these esters is partly responsible for the absence of catalysis.