Synthesis of Cyclopropane Derivatives of Aspartic Acid by Thermal Decomposition of Substituted Pyrazolines

Thermal decomposition of substituted ¹- and ²-pyrazolines was used to obtain cyclopropane derivatives of aspartic and adipic acids.     

Specific Features of the Reaction of 2-Nitro- and 2-Bromo-2-Nitroethenylphosphonates with Furan

Investigation of the reactions of phosphorylated 2-nitro- and 2-bromo-2-nitroethenes with furan showed that bis(2-chloroethyl) 2-nitroethenylphosphonate reacts with this heterocycle according to the pathway of diene condensation, while in the case of 2-bromo-2-nitroethenylphosphonate by two pathways, the complete diene synthesis accompanied by aromatization, and the electrophilic substitution at C²-atom of the furan with the subsequent partial dehydrohalogenation.     

Synthesis of Indolylnitroethylphosphonates and Indolylnitronitropropanoates

Russian Journal of General Chemistry -     

Reaction of (2-Nitro- and 2-Bromo-2-nitroethenyl)phosphonates with 1,3-Cyclohexadiene

Specific features of the reactions of bis(chloroethyl) 2-nitro- and 2-bromo-2-nitroethenylphosphonates with 1,3-cyclohexadiene were studied. It was found that the reaction with 2-nitroethenylphosphonate occurs stereoselectively and provides bis(2-chloroethyl) endo-(3-nitrobicyclo[2.2.2]oct-5-en-2-yl)phosphonate. 2-Bromo-2-nitroethenylphosphonate under the same conditions gives a mixture of the endo and exo isomers of the corresponding nitrobicyclooctenes. Enhanced tendency of adducts derived from gem-bromonitroethenyl-phosphonates for intramolecular transformations, such as dehydrohalogenation and aromatization, under the cycloaddition conditions was revealed.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 7, 2005, pp. 1106–1110.Original Russian Text Copyright © 2005 by Anisimova, Kuzhaeva, Berkova, Deiko, Berestovitskaya.     

Synthesis of (2-Amino-4,5-dimethylcyclohexyl)phosphonic Acid

Russian Journal of General Chemistry -     

Synthesis and structure of phosphorylated nitrocyclohexenes

Diene condensations of 2-nitro-and 2-bromo-2-nitroethenylphosphonates with 2,3-dimethyl-1,3-butadiene, as well as with 2,4-dihydro-and 3-methyl-2,4-dihydrothiophene 1,1-dioxides that generate 1,3-butadiene and isoprene under the reaction conditions were effected. (6-Nitrocyclohex-3-en-1-yl)phosphonates and their dehydrogenation and/or dehydrohalogenation products, namely nitrocyclohexadienyl-and nitrophenylphosphonates were prepared. The structure of the obtained compounds was proved by IR and ¹H and ³¹P NMR spectroscopy, and independent synthesis.     

Palladium(II)-catalyzed oxidation of substituted benzenes to biaryls by tris(trifluoroacetato)thallium(III)

The method of oxidation of substituted benzenes to 4,4′-biaryls by Tl(III) trifluoroacetate catalyzed by Pd(II) acetate is presented. The reactions proceed in the completely homogeneous solution of arene.