1523-17-7Relevant articles and documents
Isolation of an inclusion complex of naphthol and its benzoate as an intermediate in the solvent-free benzoylation reaction of naphthol
Nakamatsu, Seiken,Yoshizawa, Kazuhiro,Toyota, Sinji,Toda, Fumio,Matijasic, Ivanka
, p. 2231 - 2234 (2003)
A study was performed on isolation of an inclusion complex of naphthol and its benzoate as an intermediate in the solvent-free benzoylation reaction of naphthol. Solvent-free benzoylation reactions were carried out by heating a stirred mixture of phenols or naphthols and benzoyl chloride. The structure of the 2 : 1 inclusion complex of 2,3 naphthalenediol and its p-methylbenzoate was studied by X-ray analysis.
N,O-Benzyl Protection of Structurally Varied Amines and Phenols Using Wells-Dawson Heteropolyacid Catalyst
Boughaba, Sara,Aouf, Zineb,Zerrouki, Rachida,Aouf, Nour Eddine
, p. 301 - 310 (2021/05/24)
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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.]