L. I. Deiko

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.

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

Thermal decomposition of substituted Δ1- and Δ2-pyrazolines was used to obtain cyclopropane derivatives of aspartic and adipic acids.

Nitroethenylphosphonates in reactions with indole and its derivatives

Very high reactivity of nitroand gem-halonitroethenylphosphonates makes them perspective syntones for introducing nitroethyland nitroethenylphosphonate blocks into various nucleophilic substrates.1 The results of investigation of reactions of nitroethenes (1, 2) with indole and its derivatives are now reported. It has been found out that their interaction proceeds under exceptionally mild conditions (in CCl4, C6H6 or C2H5OH, at 18–20◦C, without any catalist, at 1:1 rating of initial substances) and leads to indolylnitroethylphosphonates with good yields. The data about the influence of the solvents nature on the stereospecificity of the process [for compound (2)] are discussed in this work too. The synthesis of indolylnitroethenylphosphonates (9, 10) and phosphorylated tryptamines on the basis of compounds (3, 5) will be also presented.

Phosphorylated Bromonitroethene in the Reactions with NH- and CH- Acids

Abstract The interaction between O,O-di(2-dichloroethyl)-2- bromo-2-nitroethenephosphonate and some NH- and CH-acids is discussed. The highly reactive halonitroethenes attract the attention of scientists so as they are active synthons in the synthesis of various classes of organic compounds. Phosphorylated halonitroethenes can represent particular interest, because of phosphoryl group introduction “a priori” makes the reactivity of such compounds to be higher and allows to synthesize a big number of biologically active compounds. The very first study of interaction between O,O-di(2-chloroethyl)-2-nitroethenephosphonate (1)1 with some representatives of NH-and CH-acids such as anyline, p-toluydine, dimedone, and malonic ester was conducted by our research group.