4181-97-9Relevant articles and documents
Transesterification kinetics investigation of r-substituted phenyl benzoates with 4-methoxyphenol in the presence of K2CO3 in DMF
Os'Kina, Irina A.
, p. 24 - 30 (2014)
Transesterification of R-substituted phenyl benzoates 1-5 with 4-methoxyphenol 6 was kinetically investigated in the presence of K 2CO3 in dimethylformamide (DMF) at various temperatures. The Hammett plots for the reactions of the 1-
Palladium Catalyzed Regioselective Cyclization of Arylcarboxylic Acids via Radical Intermediates with Diaryliodonium Salts
An, Guoqiang,Wang, Limin,Han, Jianwei
supporting information, p. 8688 - 8693 (2021/11/24)
Palladium-catalyzed C2-arylation/intramolecular acylation with arylcarboxylic acids was developed by using diaryliodonium salts. The protocol has the advantage of good step-economy by two chemical bonds formation in one pot.
Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters
Huang, Changyu,Li, Jinpeng,Wang, Jiaquan,Zheng, Qingshu,Li, Zhenhua,Tu, Tao
, p. 66 - 71 (2020/11/18)
The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]