Hydrolysis of substituted 8-acetoxyquinolines.
In the absence of metal ions, the hydrolysis of 2-methyl-8-acetoxyquinoline and of 5-chloro-8-acetoxyquinoline follow the same reaction paths as those of the parent ester 8-acetoxyquinoline, including an intramolecular catalysis by the quinoline nitrogen. Unlike the hydrolysis of the other esters, that of the 2-methyl compound appears not to be catalysed by metal ions, and this is consistent with the view that catalysis by a metal ion involves the formation of a 7-membered chelate structure.
Synthese und pharmakologische Wirkung einiger Thiosemicarbazone von 8‐Hydroxychinolin‐Derivaten
Mit dem 8-Hydroxychinolin als Grundkorper wurden einige neue Thiosemicarbazon-Derivate hergestellt und auf ihre tuberkulostatische Wirkung in vitro gepruft. Alle Thiosemicarbazone sind weniger wirksam als der Grundkorper. 4-Methyl-8-benzyloxy-chinolin, 8-Benzyloxy-chinolin-4-aldehyd-thiosemicarbazon und 8-Methoxyohinolin-4-aldehyd-thiosemicarbazon dagegen sind durch eine sehr gute Wirkung in vitro charakterisiert.
Highly enantio- and diastereoselective synthesis of β-methyl-γ-monofluoromethyl-substituted alcohols.
Enanatiopure β-methyl-γ-monofluoromethyl alcohols were prepared from the allylic alkylation between fluorobis(phenylsulfonyl)methane with Morita-Baylis-Hillman carbonates. The reaction was catalyzed by using the Cinchona alkaloid derivative, (DHQD)(2)AQN. The origin of the stereoselectivity was verified by DFT methods. Calculated geometries and relative energies of various transition states strongly support the observed stereoselectivity.