Elisabeth S. Balenkova

A novel approach to fluoro-containing alkenes

A new and general one-pot transformation of aromatic aldehydes to fluorinated olefins containing –CHC(Cl)CF3 or –CHC(F)CClF2 moieties is described. Freons CCl3CF3 and CCl2FCClF2 were used as trifluoromethyl and difluoromethyl C2-building blocks respectively. A proposed mechanism for the reaction is discussed.

A Novel Synthetic Approach to Dichlorostyrenes

Abstract We found that N -unsubstituted hydrazones of aromatic aldehydes can be easily converted to the corresponding 1,1-dichlorostyrenes in the reaction with carbon tetrachloride using copper (I) chloride as catalyst. Factors affecting the route of the reaction and yields of the products were investigated. A proposed mechanism for the reaction is discussed.

A novel direct synthesis of (2,2-difluorovinyl)benzenes from aromatic aldehydes

A novel catalytic approach to (2,2-difluorovinyl)benzenes has been developed. It was found that hydrazones of aromatic aldehydes generated in situ could be converted to the corresponding (2,2-difluorovinyl)benzenes by catalytic olefination reaction (COR) with dibromodifluoromethane in the presence of CuCl.

The concerted mechanism of acylamidation. Syn-stereospecificity of the reaction.

Abstract The concerted mechanism for the new reaction of acylamidation of alkenes and alkynes is proposed on the basis of syn-stereospecifity observed and the study of the reagent structure.

Olefination of aromatic ketones: synthesis of mono- and dihaloalkenes

A new simple and efficient transformation of various aromatic ketones to the corresponding halo (dihalo) alkenes is described. The reaction proceeds under mild conditions to give the target products in good yields.

Reactions of acylsulfonium salts with unsaturated hydrocarbons

Abstract The reactions of acylsulfonium salts, obtained from β-(ethylsulfanyl)propionyl fluoride and (ethylsulfanyl)acetyl fluoride, with various unsaturated hydrocarbons proceed through the formation of six- and five-membered cyclic sulfonium salts, respectively. Succeeding cleavage of sulfonium salts by bases affords the corresponding sulfur containing unsaturated ketones.