107411-17-6Relevant articles and documents
Photocatalytic Carbinol Cation/Anion Umpolung: Direct Addition of Aromatic Aldehydes and Ketones to Carbon Dioxide
Okumura, Shintaro,Uozumi, Yasuhiro
supporting information, p. 7194 - 7198 (2021/09/22)
We have developed a new photocatalytic umpolung reaction of carbonyl compounds to generate anionic carbinol synthons. Aromatic aldehydes or ketones reacted with carbon dioxide in the presence of an iridium photocatalyst and 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzimidazole (DMBI) as a reductant under visible-light irradiation to furnish the corresponding α-hydroxycarboxylic acids through nucleophilic addition of the resulting carbinol anions to electrophilic carbon dioxide.
Biomimetic investigations of propiverinhydrochloride and 1-methyl-4-piperidyl benzilate
Froehlich,Pietzyk,Smolinka,Goeber
, p. 745 - 747 (2007/10/03)
The reaction of propiverinhydrochloride (1) and 1-methyl-4-piperidyl benzilate (2) with the biomimetic system manganese(III)-5,10,15,20-tetrakis(pentafluorophenyl)-β-tetrasulfonat oporphyrin chloride (MnTPFPS4PCl)/imidazole/hydrogen peroxide in aqueous solution at pH 7-8 affords unchanged 1 and 2 and numerous metabolites, which are products of fission of the ester bond, of O-dealkylation, decarboxylation, N-demethylation, and oxidation of the tertiary amine function. In contrast to the nonaqueous system with the catalyst manganese(III)-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin chloride (MnTPFPPCl) aromatic hydroxylation is not observed. This result shows conformity with the studies of metabolism in men.
Biomimetic oxidation of propiverinhydrochloride and 1-methyl-4-piperidyl benzilate
Frohlich,Pietzyk,Gober
, p. 736 - 740 (2007/10/03)
The reaction of propiverinhydrochloride (1) and 1-methyl-4-piperidyl benzilate (2) with the biomimetic system manganese(III)-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin chloride (MnTPFPPCl)/pyridine/hydrogen peroxide affords unchanged 1 and 2 and 15 potential metabolites, which were isolated and identified. These compounds are products of cleavage of the ester bond, of O-dealkylation, aromatic oxidation, respectively of decarboxylation, demethylation, and N-oxidation. Products were identified by TLC, UV, and MS in comparison with authentic samples. Thereby we found a nearly conformity with rat metabolism.