Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems

Lactam compounds of Formula I and their use for the treatment of neurological and psychiatric disorders including schizophrenia, bipolar disorder, anxiety disorder and insomnia is disclosed.

Heterocyclic Compounds for the Treatment of Neurological and Psychological Disorders

Facile synthesis of hydantoins and thiohydantoins in aqueous solution

A selective method for the synthesis of 1,6-substituted glycolurils has been developed. The glycolurils have been used for the synthesis of methylene-bridged glycoluril dimers bearing hydrogen atoms on their convex face. Depending on the side walls of the dimers, different modes of self-assembly in the solid state have been described using X-ray crystallography.

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Glycoluril dimers bearing hydrogen atoms on their convex face and their self-assembly in the solid state.

The reaction of substituted glycolurils or a glycoluril dimer with a dialdehyde (o-phthalaldehyde) delivers S-shaped dimers and an S-shaped tetramer selectively. A combination of X-ray crystallography, PM3 calculations, and product resubmission experiments establish that the S-shaped isomers are thermodynamically more stable than the C-shaped diastereomers which we attribute to the conformational preferences of the newly formed benzo bicyclo[3.3.2]decane ring system. The preferential formation of S-shaped subunits is one reason why o-phthalaldehyde and possibly other aldehydes do not usually participate in CB[n] forming reactions. We also present evidence that points toward an equilibrium between glycoluril monomer + phthalaldehyde and S-shaped dimer + water that responds to concentration over the 1−50 mM range. This result suggests a second reason, insufficient reactivity (e.g., low equilibrium constant), why o-phthalaldehyde and possibly other aldehydes do not participate in CB[n] forming reactions. Del...

Reasons why aldehydes do not generally participate in cucurbit[n]uril forming reactions.

Two general procedures were developed for the synthesis of chiral N-mono-, N, N′-di-, N, N′ N″-tri-, and N, N′, N″, N′″-tetraalkylglycolurils based on the reactions of 4,5-dihydroxy-imidazolidin-2-ones or glyoxal with one or two moles of alkylureas, respectively, by acid catalysis. The reactions of N-monoalkyl- and N, N′-dialkylureas with glyoxal proceed regioselectively. The mechanism of these reactions was suggested and partly confirmed by quantum-chemical calculations and experimental data. The enantiomeric separation of some chiral glycolurils by chiral-phase HPLC was carried out for the first time.

Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils

The first synthesis of assemblies of imidazolidine rings by α-ureidoalkylation of imidazolidin-2-one with 4,5-dihydroxyimidazolidin-2-ones

The first conglomerate in the series of 2,4,6,8,10-pentaazatricyclo[5.3.1.03.11]undecane-1,5-diones

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Author Correction: Design and evolution of chimeric streptavidin for protein-enabled dual gold catalysis

The synthesis of assemblies of imidazolidine rings has been developed based on the α-ureidoalkylation of imidazolidin-2-one with 4,5-dihydroxyimidazolidin-2-ones.

Boris V. Lozhkin

Papers

Synthesis of new chiral mono-, di-, tri-, and tetraalkylglycolurils

The first synthesis of assemblies of imidazolidine rings by α-ureidoalkylation of imidazolidin-2-one with 4,5-dihydroxyimidazolidin-2-ones

The first conglomerate in the series of 2,4,6,8,10-pentaazatricyclo[5.3.1.03.11]undecane-1,5-diones

Author Correction: Design and evolution of chimeric streptavidin for protein-enabled dual gold catalysis

The First Synthesis of Assemblies of Imidazolidine Rings by α‐Ureidoalkylation of Imidazolidin‐2‐one with 4,5‐Dihydroxyimidazolidin‐2‐ones.