Oxalylation of the 3-oxo-N-phenyl-3-R-propanethioamides |
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Authors: | V. N. Britsun A. N. Borisevich L. S. Samoylenko A. N. Chernega M. O. Lozynskii |
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Affiliation: | (1) Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 ul. Murmanskaya, 02094 Kiev 94, Ukraine |
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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. |
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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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