A. N. Pushin

Synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates, carbamates, and ureas

A convenient preparative method for the synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates was proposed. The reactions of the isocyanates with alcohols, phenols, and alkyl-, aryl-, and hetarylamines were studied.

Reaction ofN-(3,3,3-trifluoro-2-trifluoromethylprop-1-enyl)dimethylamine with MgSO4·7H2O. Synthesis of 4,4-difluoro-5-trifluoromethyl-2-(2,2,2-trifluoro-1-trifluoromethylethyl)-4H-1,3-dioxine andcis/trans-3-dimethylamino-2-trifluoromethacryloyl fluoride

Abstract4,4-Difluoro-5-trifluoromethyl-2-(2,2,2-trifluoro-1-trifluoromethylethyl)-4H-1,3-dioxine andcis/trans-3-dimethylamino-2-trifluoromethacryloyl fluoride were obtained by reaction ofN-(3,3,3-trifluoro-2-trifluoromethylprop-1-enyl)dimethylamine with MgSO4·7H2O.

Acylimines of hexafluoroacetone and methyl trifluoropyruvate in cyclocondensation with 2-aminothiazolines

Reactions of acylimines of hexafluoroacetone and methyl trifluoropyruvate with 2-aminothiazolines afforded fluorine-containing heterocycles of two structural types: 6,7-dihydro-2H-thiazolo[3,2-a][1,3,5]triazines and 2,3,5,6-tetrahydroimidazo[2,1-b]thiazoles.

Synthesis of substituted 2-amino-4,6-bis(nonafluoro-tert-butyl)- 1,3,5-triazines

A procedure was developed for the synthesis of substituted 2-amino-4,6-bis(nonafluoro-tert-butyl)-1,3,5-triazines from 2-chloro-4,6-bis(nonafluoro-tert-butyl)-1,3,5-triazine and aliphatic and aromatic amines. The data of19F NMR spectroscopy are indicative of the presence of a barrier to internal rotation.

N-substituted imines of methyl trif luoropyruvate in the synthesis of 5-amino-5-trifluoromethylhydantoins

Cyclocondensation of N-substituted imines of methyl trifluoropyruvate with monosubstituted ureas afforded novel 5-amino-5-trifluoromethylhydantoins.

Intramolecular cyclization of 1-allyl- and 1-methallyl-6-amino-2-thiouracils

Intramolecular cyclization of 1-allyl- and 1-methallyl-6-amino-2-thiouracils afforded 5-amino-2,3-dihydrothiazolo[3,2-a]pyrimidin-4-ones, whose structures were proved by chemical transformations.

Convenient method for the synthesis and some transformations of the lithium salt of bis(diethoxyphosphoryl)fluoromethane

A convenient method was developed for the synthesis of the lithium salt of 1,1-bis(diethoxyphosphoryl)fluoromethane from availableO,O-diethyl (chlorofluoromethyl)phosphonate, and some transformations of the resulting salt were studied.

ALKOXYCARBONYLIMINES OF HEXAFLUOROACETONE IN REACTION OF 2+4-CYCLOADDITION

The [2+4]-cycloadditions of alkoxycarbonylimines of hexafluoroacetone to cyclopentadiene andN-nitriles have been studied. Alkoxycarbonylimines of hexafluoroacetone may be considered as both dienophiles and 1,3-heterodienes.

A convenient synthesis of 3,3,3-trifluoroalanine derivatives

A one-pot synthesis of N-substituted 3,3,3-trifluoroalanine esters from alkyl trifluoropyruvates and carboxamides or substituted ureas was developed.

An unusually strong intramolecular C-H...N hydrogen bond in 3-(α-hydroperfluoroisobutyryl)-2-(α-hydroperfluoroisobutyryl)imino-1,3-thiazolidine

An unusually strong intramolecular C-H...N hydrogen bond with the shortest known H...N distance of 2.00(3) » has been found by X-ray diffraction analysis.