Fluorine in Organic Chemistry

A catalyst and solvent-free room temperature synthesis of pyrroles is described.

• BİLAL NİŞANCI

Abstract The ring‐opening reactions of 2‐alkyl‐substituted 1,1‐bis(arylmethyl)‐ and 1‐methyl‐1‐(1‐phenylethyl)aziridinium salts with fluoride, chloride, bromide and iodide in acetonitrile have been evaluated for the first time in a systematic way. The reactions with fluoride afforded regioisomeric mixtures of primary…

• ŞARON ÇATAK

As dioxolane and oxathiolane nucleosides have exhibited promising antiviral and anticancer activities, it was of interest to synthesize isoelectronically substituted oxaselenolane nucleosides, in which the 3'-CH(2) is replaced by a selenium atom. To study structure-activity relationships, various pyrimidine and purine…

The unimolecular photochemistry of 3,5-dimethylisoxazole (1) induced by a narrow-band tunable UV laser was studied using low-temperature matrix isolation coupled with infrared spectroscopy. Monomers of 1 were isolated in argon matrices at 15 K and characterized spectroscopically. Irradiation of matrix-isolated 1 at λ…

• RUI FAUSTO MARTINS RIBEIRO DA SILVA LOURENÇO

A superior catalytic activity for the SBA-15-functionalized sulfonic acid containing fluoroalkyl chain alcohols (R F OH/SBA-15–Pr-SO 3 H adduct) is presented for the synthesis of highly substituted imidazoles. The advantages of this method include low catalyst loading, simple procedure, excellent yields, recyclability…

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• HACI ALİ DÖNDAŞ

Abstract Bei der Behandlung des Perchlorbutadiens (1), der Pentachlorbutadiene 10 und 18 sowie der Hexachlorbutene 21,25 und 32 mit Thiolaten in DMSO beobachtet man einen sehr schnellen und weitgehenden Chloraustausch schon bei Raumtemperatur. Die Reaktionen 1 → 7, 8, 10 → 11, 18 → 19 und 25, 32 → 30 führen zu Butadie…

The synthesis of fluorinated polymers via efficient routes along with mild experimental conditions is always desirable in terms of synthetic polymer chemistry. In this work, a straightforward method for fluorinated polythioether synthesis was developed. A commercially available electron-deficient alkyne compound, name…

Quantum chemical calculations have been performed to gauge the effect of pi-stacking and hydrogen bonding interactions on each other in X-ben//pyr...H-F (X = NO(2), CF(3), CN, F, Cl, CH(3) and OH) complexes. The results indicate the cooperativity of interactions in these complexes where face-to-face aromatic interacti…

Addition reactions of nucleophilic CF3TMS to acyl phosphonates were investigated. Various acyl phosphonates reacted readily with CF3TMS in the presence of K2CO3 in DMF at rt to give 1-alkyl-2,2,2-trifluoro-1-trimethylsilyloxyethylphosphonate in 70-90% yields. When benzoyl phosphonates were used as starting material, a…

• SERKAN EYMUR

Pd(0)-catalyzed carbonylation of (Z)-2-en-4-yn carbonates in the presence of a balloon pressure of CO in an alcohol donates vinylallenyl esters with an exclusively E-configuration and in high yields. The fact that no such reactivity could be observed with E-configured enyne carbonates may indicate that the reaction is…

• LEVENT ARTOK

A convenient procedure for converting aryl alcohols to aryl fluorides via aryl nonafluorobutylsulfonates (ArONf) is presented. Moderate to good one-pot, two-step yields were achieved by this nonaflation and microwave-assisted, palladium-catalyzed fluorination sequence. The reductive elimination step was investigated b…

• MELTEM ÜNLÜSOY