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Article
Synthesis of 2,6-Dibromo-9-selenabicyclo[3.3.1]nonane-Based Pyridinium Salts Containing Acetal Groups
An efficient one-pot procedure has been developed for the synthesis of previously unknown 1,1′-(9-selenabicyclo[3.3.1]nonane-2,6-diyl)dipyridinium dibromides containing acetal moieties via transannular additi...
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Article
Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide
Bis[(E)-2-bromovinyl] selenide enters cross coupling with terminal acetylenes in the presence of a Pd/CuI catalyst at room temperature. The reaction involves both the bromine atom and the selanyl function and lea...
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Article
Effect of a Synthetic Organoselenium Compound on Post-Vaccination Immunopoiesis in the Red Bone Marrow and Cell Composition of Peripheral Blood of White Mice Vaccinated with Yersinia pestis EV
We studied the effect of an experimental synthetic organoselenium compound 2,6-dipyridinium- 9-selenabicyclo[3.3.1]nonane dibromide (974zh) on the cell composition of the red bone marrow and peripheral blood i...
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Article
One-Pot Syntheses of Functionalized Dihydrobenzoselenophenes and Selenochromans from Acetyl Eugenol and Selenium Dibromide. Rearrangement of 2-(Bromomethyl)-2,3-dihydro-1-benzoselenophene to Selenochromans
Efficient methods for the synthesis of new fused heterocyclic compounds have been developed on the basis of annulation–functionalization of acetyl eugenol with selenium dibromide. The proposed procedures make ...
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Article
One-Pot Synthesis of Functionalized 1,1′-(9-Selenabicyclo[3.3.1]nonane-2,6-diyl)dipyridinium Dibromides
Previously unknown functionally substituted 1,1′-(9-selenabicyclo[3.3.1]nonane-2,6-diyl)dipyridinium dibromides were synthesized in 90–98% yields by one-pot condensation of selenium dibromide, cycloocta-1,5-...
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Article
Efficient Synthesis of 2-[(Alkyltellanyl)methyl]-2,3-dihydro-1-benzofurans from Tellurium Tetrahalides and 2-Allylphenols
Efficient methods have been proposed for the synthesis of 2-[(alkyltellanyl)methyl]-2,3-dihydro-1-benzofurans in up to 90% yield through generation of (2,3-dihydro-1-benzofuran-2-yl)methanetellurolate ions fro...
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Article
Stereoselective synthesis of functionalized divinyl sulfides based on sulfur dichloride and (trimethylsilyl)acetylene
Sulfur dichloride reacts with (trimethylsilyl)acetylene to form stereoselectively E, E-bis-(2-chloro-2-trimethylsilylvinyl) sulfide and isomeric E-2-chloro-2-trimethylsilylvinyl E-2-chloro-1-trimethylsilylvinyl s...
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Article
Synthesis of Functional Dihydro-1,4-benzoxaselenines from Carvacrol Allyl Ether and Selenium Dihalides
One-step procedures have been developed for the selective synthesis of functionalized 2,3-dihydro-1,4-benzoxaselenines in 90–98% yields by cyclization of carvacrol allyl ether with selenium dihalides. Annulati...
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Article
Immunotropic Properties of an Experimental Synthetic Selenium-Organic Compound
We studied immunotropic properties of synthetic selenium-organic preparation 2,6-dipyridinium-9-selenabicyclo[3.3.1]nonyl dibromide (974zh). The experimental preparation reduced the cAMP/cGMP ratio, which indi...
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Article
Effect of Synthetic Organoselenium Drug on the Degree of Pathological Changes in the Organs of White Mice Immunized with Tularemia and Brucellosis Vaccines
We studied the effect of the organoselenium compound 2,6-dipyridinium-9-selenium-bicyclo[ 3,3,1]nonan dibromide (974zh) on the severity of pathological changes in the organs of experimental animals immunized w...
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Article
Regio- and stereoselective reaction of sodium benzeneselenolate with 3-(trimethylsilyl)prop-2-ynamides
Sodium benzeneselenolate adds regio- and stereoselectively to 3-(trimethylsilyl)prop-2-yn-amides to give (Z)-3-(phenylselanyl)prop-2-enamides.
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Article
Regio- and Stereoselective Addition of Selenium Dichloride to Alkyl Propiolates
The reaction of selenium dichloride with methyl and ethyl propiolates leads to formation of anti-Markovnikov adducts. The regio- and stereoselective synthesis of hitherto unknown bis[(E)-2-chloro-1-(alkoxycarbony...
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Article
Alkoxytelluration of Styrene with Tellurium Tetrahalides
An efficient synthesis of the earlier unknown trichloro- and tribromo(2-ahkoxy-2-phenylethyl)-λ4-tellanes with yields of 90 to 100% has been developed basing on alkoxytelluration of styrene with tellurium tetrach...
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Article
Regio- and Stereoselective Synthesis of (E)-2-Bromo-1-(phenoxymethyl)vinyltellanes
Regio- and stereoselective synthesis of tribromo[(E)-2-bromo-1-(phenoxymethyl)vinyl]tellane based on the reaction of tellurium tetrabromide with propargyl phenyl ether has been elaborated. This reaction is the fi...
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Article
Synthesis of Functionalized Diorganyl Selenides from Selenium Dihalides and Allylic Aromatic Compounds
Hitherto unknown addition and methoxyselenation reactions of selenium dihalides with methyl eugenol and allyl naphth-1-yl ether were studied. The addition and methoxyselenation reactions of selenium dihalides ...
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Article
Bis(tetrahydro-2H-pyran-2-ylmethyl)sulfide and -Sulfoxide from Sulfur Dichloride and 5-Hexen-1-ol
The reaction of sulfur dichloride with 5-hexen-1-ol has given bis(tetrahydro-2H-pyran-2-ylmethyl)-sulfide in 87% yield. Oxidation of the latter with NaIO4 has afforded bis(tetrahydro-2H-pyran-2-ylmethyl)-sulfoxid...
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Article
Regio- and Stereoselective Synthesis of Functionalized Vinyl Sulfides Based on Pyridine-2-thiol and Propynoic Acid and Its Derivatives
Regio- and stereoselective methods of synthesis of 3-(pyridin-2-ylsulfanyl)prop-2-enoic acid and alkyl (Z)-3-(pyridin-2-ylsulfanyl)prop-2-enoates have been developed on the basis of nucleophilic addition of pyrid...
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Article
First Synthesis of 1,4-Oxathian-2-ylmethyltellanes
Methods have been developed for regioselective synthesis of trichloro(1,4-oxathian-2-ylmethyl)-λ4- tellane and 1,2-bis(1,4-oxathian-2-ylmethyl)ditellane from tellurium tetrachloride and 2-(allylsulfanyl)ethanol.
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Article
Regio- and Stereoselective Synthesis of (Z)-2-Chloro-2-phenyl-1-propylethenyltellanes
The regio- and stereoselective reaction of tellurium tetrachloride with 1-phenylpent-1-yne was used to develop efficient methods of synthesis of trichloro[(Z)-2-chloro-2-phenyl-1-propylethenyl]-λ4-tellane and 1,2...
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Article
Ethoxytelluration of Terminal Alkenes with Tellurium Tetrahalides
Efficient methods for the preparation of trichloro- and tribromo(2-ethoxyalkyl)-λ4-tellanes in 80 to 100% yield have been developed on the basis of ethoxytelluration of hex-1-ene, hept-1-ene, and oct-1-ene with t...