V. P. Stolyarov

Organic compounds containing a pentafluorothio group

The addition of sulfur chloride pentafluoride to various terminal olefins, including those containing functional substituents, was studied. Possible side processes in these reactions are oligomerization and fluorination of the starting olefin.

Synthesis, Antibacterial and Immunotropic Activity of Poly(fluoroalkyl-N-arylcarbamates)

As is known, carbamate fragments enter into the compositions of numerous drugs and pesticides. Many poly(fluoroalkyl-N-arylcarbamates) have been synthesized in the search for new antitumor agents [1, 2], tranquilizers [3], antihypertensive and antithrombotic drugs [4], anthelmintics [5], and pesticides [6]. Some of these compounds were patented as agents imparting water and oil resistant properties to various fabrics [7, 8] and used as indicators of poly(fluoroalcohols) [9 – 12] and diols [13, 14] and as model systems for elucidating the mechanism of carbamate hydrolysis [15, 16]. On the whole, however, this class of compounds is still insufficiently studied. In order to study the biological activity of poly(fluoroalkyl-N-arylcarbamates) in more detail, we have synthesized a series of new compounds via reactions of poly(fluoroalcohols) with arylisocyanates catalyzed by triethylamine:

Synthesis of (difluoroamino)tetrazoles and [(difluoroamino)alkyl]tetrazoles

Abstract(Difluoroamino)tetrazoles were obtained by direct fluorination of 5-aminotetrazoles with gaseous fluorine. Reactions of 2-(oxoalkyl)- and 2-(hydroxyalkyl)tetrazoles with difluoroamine yielded [(difluoroamino)alkyl]tetrazoles.

Organic compounds bearing a difluoroaminooxy group

A preparative method for the synthesis ofC- andN-difluoroaminooxy compounds was elaborated. The method involves the reaction ofN,N-difluoro-O-fluorosulfonyl hydroxylamine with the corresponding alkoxides andN-oximide salts. It was shown thatN-difluoroaminooxy compounds can add to olefins at the double bond.

Reaction of 3-amtnofurazans with elemental fluorine

Conclusions1.Aminofurazans are fluorinated by elemental fluorine selectively at the amino group with the formation of N,N-difluoroamino derivatives as the main products. The reaction can be accompanied by oxidative dimerization to the corresponding azo compounds.2.The difluoroamino group in a series of furazans exhibits the properties of an R substituent.

Reaction of fluorine gas with iminoesters of perfluorocarboxylic acids

ConclusionsIt was established that the corresponding N-fluoriminoesters are formed when fluorine is reacted with the 1,1,3-trihydroperfluoropropyl esters of iminoperfluorocarboxylic acids.

Synthesis and bactericidal activity of poly(fluoroalkylcarbamates)

New preparative methods for the syntheses of carbamates have been developed and a series of poly(fluoroalkylcarbamates) have been obtained. It is established that some of the newly synthesized poly(fluoroalkyl-N-arylcarbamates) possess significant bactericidal activity.

Reaction of sulfur pentafluoride chloride with acrylic acid derivatives

ConclusionsSulfur pentafluoride chloride adds readily to acrylic acid derivatives to give derivatives of 1-chloro-2-pentafluorothiopropionic acid.

Fluorination of polyfluoroalkoxy derivatives of sulfur tetrafluoride by elemental fluoride

ConclusionsThe feasibility was demonstrated for the preparation of mono- and bis(α,α,ω-trihydro-perfluoroalkoxy) derivatives of sulfur hexafluoride by the fluorination of the corresponding sulfur tetrafluoride derivatives with elemental fluorine.