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Oxidative halogenation of substituted pyrroles with cu(II). Part I. Bromination of some 3-acetylpyrroles

1990

3-Acetylpyrroles are brominated with copper(II) bromide. The reaction afforded almost quantitatively only nuclear monobromination. Evidence for the structures of final compounds was by mass spectrometry, 1 H-nuclear magnetic resonance, ir, and elemental analysis

Studien zum Vorgang der Wasserstoffübertragung, 41. Elektroreduktion von Acetophenon unter Mitwirkung optisch aktiver Leitsalze

1977

Die Anderung des Carbinol/Pinakol-Verhaltnisses2) (C/P) und der optischen Induktion bei der Elektroreduktion von Acetophenon mit (1 R, 2S)-N-(3-Cyanpropyl)-N-methylephedriniumbromid (1) und (1 R, 2 S)-N,N-Dimethylephedriniumbromid (2) als Leitsalze wird untersucht in Abhangigkeit: a) vom Potential (Tabelle 1), b) von der Stromdichte (Tabelle 2), c) von Pulsbedingungen (Tabelle 3), d) vom pH (Tabelle 4), e) von der Anwesenheit anderer Kationen (Tabelle 5), f) vom Losungsmittel (Tabelle 6), g) von der Temperatur (Tabelle 7) und h) von der Art des Elektrodenmaterials (Tabelle 8). — Es werden tensammetrische und cyclovoltammetrische Messungen durchgefuhrt. Die in trockenem Dimethylformamid erha…

ChemInform Abstract: Synthesis of New 3-(3-Phenyl-isoxazol-5-yl) or 3-[(3-Phenyl-isoxazol-5-yl)amino] Substituted 4(3H)-Quinazolinone Derivatives wit…

2010

A novel series of 3-(3-phenyl-isoxazol-5-yl) or 3-[(3-phenyl-isoxazol-5-yl)amino] substituted 4(3H)-quinazolinone derivatives was synthesized. The compounds were tested for their antineoplastic activity in vitro against Raji (human Burkitt limphoma). K-562 (human chronic myelogeneous leukemia) and U937 (human histiocytic limphoma) cell lines. The most active quinazolinones showed IC50 values in the range 16-30 microM.

An approach to polymer-supported triplet benzophenone photocatalysts. Application to sustainable photocatalysis of an α-diazocarbonyl compound

2013

Covalent immobilization of 4-hydroxybenzophenone on Merrifield resins affords new heterogeneous polymeric triplet photocatalysts. Their successful application in the intramolecular triplet-sensitized photolysis of a α-diazo β-keto ester has been achieved under sustainable criteria. Remarkably, the simple recovery and reuse for up to five sequential applications have been performed, although resulting in a slightly decreasing activity.

Ringoffene Serotonin-Analoga, 2. Mitt.1) Synthese von 3-(2-Aminophenyl)-propanamin- und 1-(N-Piperidino)-3-(2-aminophenyl)-3-oxo-propan-Derivaten

1983

Die Darstellung der Titelverbindungen gelingt via Mannich-Reaktion beim Einsatz geeignet substituierter Acetophenone. Die Gewinnung von 2 und seiner Derivate erfordert zusatzlich die nachfolgende durchgreifende Hydrierung der Carbonylgruppe der entsprechenden Mannichbasen. Ring-Opened Analogues of Serotonine, II: Synthesis of 3-(2-Aminophenyl)propanamine and 1-(Piperidin-1-yl)-3-(2-aminophenyl)propan-3-one and Their Derivatives The synthesis of the title compounds was achieved by Mannich reaction of suitably substituted acetophenones. The preparation of 3-(2-aminophenyl)propanamine and its derivatives requires complete hydrogenation of the carbonyl group of the Mannich bases.

1967

Enamines derived from cyclic ketones behave as difunctional intermediates when treated with phenyl isocyanate to produce dicarboxanilides. Reaction of bis(4-isocyanatophenyl)-methane with 1-N-morpholino-1-cyclopentene in DMSO leads to poly[iminocarbonyl(2-morpholino-1-cyclopenten-1.3-ylene)carbonylimino-p-phenylenemethylene-p-phenylene], a polyamide. The effects of various cyclic enamines and diisocyanates on the polymerization are surveyed. Morpholine and piperidine are more effective than pyrrolidine or dimethylamine when incorporated into cyclopentanone enamines. The molecular weight of the polymer decreases when the ring size of the ketone component is increased. The efficiency of the d…

Convenient Synthesis of 3-Cinnamoyl-2-styrylchromones: Reinvestigation of the Baker-Venkataraman Rearrangement

2010

An efficient and straightforward, one-pot sequence gives access to highly functionalized 3-cinnamoyl-2-styrylchromones in excellent yields. The low solubility of the target molecules allows convenient isolation. The formation of an α,α-dicinnamoylated acetophenone, as a consequence of a two-fold Baker-Venkataraman sequence, has to be anticipated.

Synthesis of (+)-podocarp-8(14)-en-13-one and methyl-(+)-13-oxo-podocarp-8(14)-en-18-oate from abietic acid

1985

Abstract An efficient method for the preparation of (+)-podocarp-8(14)-en-13-one 6 and methyl-(+)-13-oxo-podocarp-8(14)-en-18-oate 8 from abietic acid is described.

Transamidation reactions of 2-(2-sulfonylguanidino)acetamides

2007

Abstract The reactivity of a series of sulfonylguanidinoacetamides 2A–E towards amines is reported. Guanidinoacetamides 2A–C, containing the arylsulfonylimino moiety, undergo a facile transamidation to give substituted carboxamides 4A–C, through the imidazolidinone intermediate 3. Acetamide 2D, having a methanesulfonylimino substituent, affords the imidazolidinone 3D and no transamidated carboxamides 4 are detected. In the case of guanidinoacetamide 2E, with a p-nitrobenzenesulfonylimino substituent, a Smiles rearrangement was observed.

Gekreuzt konjugierte oligomere aus pyrrol-, benzol- und carbonyl-Bausteinen

2004

Abstract Chalcones can serve as C 2 or C 3 components for the formation of 1 H -pyrroles. In particular the reaction with tosylisocyanid could be applied to the oligochalcones 2d - g with up to 6 enone units. A series of cross-conjugated oligomers 8d - g was obtained; these compounds consist of a chain of 1,4-phenylene, carbonyl and 1 H -pyrrole-3,4-diyl building blocks. The benzene rings bear two propoxy sidechains in order to enhance the solubility.