Vladimir I. Smirnov

Furans Conjugated with Bulky Aromatic Systems: One‐Pot Synthesis from Ketones and Acetylene

Ketones with bulky aromatic, heteroaromatic and ferrocene substituents react with acetylene in the presence of a KOH/DMSO super-base suspension (90 °C, 15 min) to give polysubstituted furans in up to 86 % isolated yields in a one-pot fashion. This assembly of the furan scaffold involves a domino sequence in which one molecule of ketone reacts with two molecules of acetylene.

Electron transfer in the photochemical reactions of phenothiazine with halomethanes

Photochemical transformations of phenothiazine (PTA) in solutions of halomethanes CHnX4–n (X = Cl, Br; n = 0, 1, 2) and in n-hexane—CHnX4–n mixtures under the irradiation with λ = 337 and 365 nm were studied. The rate constants of quenching of PTA fluorescence with halomethanes (kq) are 4·105—1.3·1010 L mol–1 s–1. The process occurs due to electron transfer with the C—X bond cleavage in the radical anion fragment of the primary radical ion pair. This results in the formation of the stable radical cation salt (PTA·+X–). The plot of kqvs. free energy of electron transfer corresponds to the Rehm—Weller empirical equation for a one-electron process and is satisfactorily described in terms of the theory of nonradiative electron transitions in the approximation of one quantum vibration.

Cyanoacetylene and Its Derivatives: XXXIII. One-Pot Stereoselective Synthesis of Bis-iminodihydrofurans from 4-Hydroxy-4-methyl-2-pentynonitrile and Aromatic Amines

Abstract4-Hydroxy-4-methyl-2-pentynonitrile reacts with aniline, N-methylaniline, and 2-naphthylamine under mild conditions (20–80°C) to afford the corresponding 4-arylamino-2-(2-imino-5,5-dimethyl-2,5-dihydro-4-furylimino)-5,5-dimethyl-2,5-dihydrofurans in one preparative step. According to the X-ray diffraction data, both imino groups in the products have syn configuration with respect to the ring oxygen atom.

Crystal and molecular structure of 1-(iodmethyl)- and 1-(iodpropyl)silatranes

The crystal and molecular structures of 1-(iodmethyl)silatrane and 1-(iodpropyl)silatrane are determined by X-ray diffraction. The effect of the iodine heteroatom upon silatrane moieties of the molecules through oneand three-carbon chains is studied based on the geometric characteristics of the molecules and the analysis of their packings.

Expedient Strategy for the Synthesis of 5-Acylethynylpyrrole-2-carbaldehydes

Abstract 5-Acylethynylpyrrole-2-carbaldehydes have been synthesized from the protected pyrrole-2-carbaldehydes by their transition-metal-free topochemical mechanoactivated ethynylation with acylbromoacetylenes in a solid Al2O3 medium (room temperature, 6 h, 41–54% yields). GRAPHICAL ABSTRACT

The Direct Phosphorylation Of 2-, 3-, and 4-Methylstyrenes and 2,4,6-Trimethylstyrene with Elemental Phosphorus VIA Trofimov–Gusarova Reaction

GRAPHICAL ABSTRACT Abstract 3- and 4-Methylstyrenes react with red phosphorus in the superbase system KOH/DMSO (110 °C, 2 h) to afford tertiary phosphine oxides in 20–25% total yield. Under microwave irradiation (600 W) this reaction proceeds for 5 min giving in the case of 2-, 3-, and 4-methylstyrenes mixtures of tris[2-(methylphenyl)ethyl]phosphines and their oxides. Subsequent treatment of these products with H2O2 (acetone/H2O, r.t., 5 min) allowed the phosphine oxides to be isolated in 45–68% yields. 2,4,6-Trimethylstyrene reacts with red phosphorus (KOH/DMSO 600 W, 5 min) in a similar manner to furnish tris[2-(2,4,6-trimethylphenyl)ethyl]-phosphine oxide (40% yield) along with 2-(2,4,6-trimethylphenyl)ethylphosphinic acid (21% yield).

Quantum-Chemical Study of Interactions between the Hydroxonium Cation and the Monomethyl Mercury Cation in Aqueous Media

AbstractThe potential surface of the reaction between the polyhydrated monomethyl mercury cation and the hydroxonium cation is considered. An

One-Pot Chlorine-Free Synthesis of Chiral Organophosphorus Compounds from Elemental Phosphorus and α-Methylstyrene Dimer

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