A. A. Dudinov

Photochromic dihetarylethenes. 7. Synthesis of bis(thienylazoles), photochromic analogs of diarylethenes

Procedures for the synthesis of 4,5-bis[2,5-dimethyl(3-thienyl)]-1,3-azoles based on 1,2-bis[2,5-dimethyl(3-thienyl)]-2-hydroxyethan-1-one, 2-chloro-1,2-bis[2,5-dimethyl(3-thienyl)]ethan-1-one, and 1,2-bis[2,5-dimethyl(3-thienyl)]ethane-1,2-dione were developed. Dithienylethenic compounds in which the thienyl rings are linked through the azole rings exhibit photochromic properties.

Photochromic dihetarylethenes. 11. Synthesis and photochromic properties of diarylethenes containing furan or furopyrimidine bridges

Procedures were developed for the synthesis of substituted bis(2,5-dimethyl-3-thienyl)furans based on 1,2-bis(2,5-dimethyl-3-thienyl)-2-hydroxyethanone. Dithienylethene structures in which the ethene fragment is involved in the furan or furopyrimidine system possess photochromic properties and their open forms exhibit fluorescence.

Photochromic dihetarylethenes. 17. Synthesis and photochromic properties of dithienylethenes containing new heterocyclic bridging fragments

Procedures were developed for the synthesis of substituted bis(2,5-dimethyl-3-thienyl)ethenes containing the imidazol-2-one, 1,3-dioxol-2-one, or 1,3-oxazol-2-one fragments as ethene bridges. These compounds were demonstrated to exhibit the photochromic properties. The cyclic forms of some imidazolone and oxazolone photochromes possess high thermal stability. The structure of photochromic 4,5-bis(4-acetyl-2,5-dimethyl-3-thienyl)-3-methyl-2,3-dihydro-1,3-oxazol-2-one was established by X-ray diffraction analysis. The molecule adopts an anti-parallel conformation similar to that of perfluorocyclopentene-bridged dithienylethenes.

Three-Component Condensation of 2,4-Diaminoselenazole with Aldehydes and Meldrum’s Acid: Synthesis of 7-Aryl(alkyl)-Substituted 2-Amino-6,7-dihydro-4H-selenazolo[4,5-b]pyridin-5-ones

A method for the synthesis of 7-aryl(alkyl)-substituted 2-amino-6,7-dihydro-4H-selenazolo [4,5-b]pyridin-5-ones 5 based on three-component condensation of in situ–generated 2,4-diaminoselenazole 7 with aromatic (aliphatic) aldehydes 9 and Meldrums acid 10 was developed.

Spectral-kinetic evidence of interaction of photochromic diarylethenes with silver nanoparticles

Spectral-kinetic investigations of the photochromism of some diarylethenes with sulfur-containing substituents in dimethylsulfoxide solutions with and without silver nanoparticles are performed. It is shown that silver nanoparticles chemically interact with diarylethene molecules, which is manifested in a change in the spectral and kinetic characteristics and photodegradation efficiency.

Behavior of benzoins and hydroxy ketones in acid medium: II. Reactions of 1,2-bis(2,5-dimethyl-3-thienyl)-2-hydroxy-ethan-1-one with N,S-binucleophiles in trifluoroacetic acid

Abstract1,2-Bis(2,5-dimethyl-3-thienyl)-2-hydroxyethan-1-one reacts with thioamides, thiosemicarbazides, and methyl hydrazinecarbodithioate in trifluoroacetic acid to give the corresponding thiazole, thiadiazine, and pyrazole derivatives, respectively.

Reactions of cyclic enaminoketones with benzylidenemalononitriles. Synthesis of new fused heterocyclic systems containing the 1,4-dihydropyridine fragment

The reactions of cyclic enaminoketones with benzylidenemalononitriles were examined and a new procedure was developed for the synthesis of fused heterocyclic systems containing the 1,4-dihydropyridine ring, viz., thienopyrimidoquinolines and furopyrimidoquinolines. The characteristic features of the reactions and the structures of the resulting compounds were investigated.

New method for preparation of 2-bromothiophene

ConclusionsThe reaction of KBrO3 with thiophene in the presence of HBr in a two-phase water-ether system permits obtaining 2-bromothiophene, not contaminated with 2,5-dibromothiophene, in high yield.

Behavior of Benzoins and Hydroxy ketones in Acid Media: I. Reaction of 1-Aryl-2-(2,5-dimethylthiophen-3-yl)-2-hydroxyethanones with Thiols in Trifluoroacetic Acid

Reactions of 1-aryl-2-(2,5-dimethylthiophen-3-yl)-2-hydroxyethanones with thiols in trifluoroacetic acid lead to formation of substituted 1-aryl-2-(2,5-dimethylthiophen-3-yl)-2-sulfanylethanones.

Synthesis of 12-aryl-1-oxo-1,2,3,4,5,12-hexahydroindolo-[2,1-b]quinazoline-6-carbonitriles by recyclization of 11-aryl-1-oxo-2,3,4,5,10b,11-hexahydro-1H-indolo[2,3-b]quinoline-10b-carbonitriles

A general and convenient method for the synthesis of 12-aryl-1-oxo-1,2,3,4,5,12-hexahydroindolo[2,1-b]quinazoline-6-carbonitriles was proposed. The method is based on the recyclization of 11-aryl-1-oxo-2,3,4,5,10b,11-hexahydro-1H-indolo[2,3-b]quinoline-10b-carbonitriles. The structure of 12-(3-methoxyphenyl)-8-methyl-1-oxo-1,2,3,4,5,12-hexahydroindolo[2,1-b]quinazoline-6-carbonitrile was studied by X-ray diffraction analysis.