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Oxalylation of the 3-oxo-<Emphasis Type="Italic">N</Emphasis>-phenyl-3-R-propanethioamides
Authors:V N Britsun  A N Borisevich  L S Samoylenko  A N Chernega  M O Lozynskii
Institution:(1) Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 ul. Murmanskaya, 02094 Kiev 94, Ukraine
Abstract:Oxalylation of 3-oxo-N-phenyl-3-R-propanethioamides in aprotic solvents in the temperature range from −40°C to +20°C results in 4-acyl-5-phenylamino-2,3-dihydrothiophene-2,3-diones and 2-(2-oxo-2-R-ethylidene)-3-phenyl-1,3-thiazolidine-4,5-diones, while in the presence of potassium carbonate, potassium 4-acyl-2,3-dioxo-1-phenyl-2,3-dihydro-1H-pyrrole-5-thiolates are formed.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 757-760, March, 2005.
Keywords:Oxalylation  3-oxo-N-phenyl-3-R-propanethioamides  cyclization  ring transformation  5-phenylamino-4-acyl-2  3-dihydrothiophene-2  3-diones  2-(2-oxo-2-R-ethylidene)-3-phenyl-1  3-thiazolidine-4  5-diones  potassium 4-acyl-2  3-dioxo-1-phenyl-2  3-dihydro-1H-pyrrole-5-thiolates  4-acyl-1-phenyl-5-thioxopyrrolidine-2  3-diones
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