Synthesis of functionally substituted 5-phenylthiazoles

The reaction of esters and amides of 3-phenyl-3-chloro-2-oxopropionic acid with thioamides and thiourea gave new 5-phenylthiazoles.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2854–2856. December, 1990.     

Fused Polycyclic Nitrogen-Containing Heterocycles: VIII. Friedel–Crafts Intramolecular Cyclization of 5-Phenylthiazole-4-carboxylic Acids—A New Route to Indeno[2,1-d]thiazoles

Friedel–Crafts intramolecular cyclization in the presence of polyphosphoric acid of 2-substituted 5-phenylthiazole-4-carboxylic acids, which are obtained by alkaline hydrolysis of the corresponding esters, leads to indeno[2,1-d]thiazoles. According to the X-ray diffraction data, packing of their molecules in crystal is determined mainly by intermolecular – contacts, regardless of the substituent nature.     

Diels-Alder Reaction of Polychlorocyclopentadienes with Vinyl-and Allylacetylene Dienophiles

Diels-Alder reactions of 1,2,3,4-tetrachloro-, 1,2,3,4-tetrachloro-5,5-dimethoxy-, and hexachlorocyclopentadienes with vinyl-and allylacetylene dienophiles were studied. Kinetic parameters of these reactions were determined, and the cycloaddition processes were assigned to the neutral type involving symmetric arrangement of the highest occupied and lowest unoccupied molecular orbitals of the diene and dienophile. Vinylacetylene derivatives were found to be more reactive than allylacetylenes. Increase in the number of chlorine atoms in the bicycloheptene fragment of the adduct favors its acetylene-allene isomerization.     

Dichloroacetamides in the darzens reaction

Conclusions The reaction of substituted dichloroacetamides with benzaldehyde in the presence of potassium tert-butylate gave amides of 3-phenyl-3-chloro-2-ketopropionic acid.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2172–2173, September, 1988.     

Structure of the α modification of n-phenylimide-endo-2,3-dichlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid,C15H11NO2Cl2

Institute of Theoretical Problems in Chemical Engineering, Academy of Sciences of the Azerbaidzhan SSR. Translated from Zhurnal Strukturnoi Khimii, Vol. 29, No. 2, pp. 105–111, March–April, 1988.