Design and Synthesis of Pyrimidine C-Nucleosides, 5-Polyfluoroalkyl-5-deazaalloxazines and Spiro[pyrimido[4,5-b]quinoline-3',5-indoline-2'-one]-3,10-dihydro-2,4-diones

10.18453/rosdok_id00001151 Dudkin, Sergii Sergii Dudkin http://d-nb.info/gnd/1035350009 Design and Synthesis of Pyrimidine C-Nucleosides, 5-Polyfluoroalkyl-5-deazaalloxazines and Spiro[pyrimido[4,5-b]quinoline-3',5-indoline-2'-one]-3,10-dihydro-2,4-diones Universität Rostock 2013 540 Chemistry & allied sciences 2013 en http://purl.uni-rostock.de/rosdok/id00001151 urn:nbn:de:gbv:28-diss2013-0064-7 A wide range of novel 2-(β-D-ribofuranosyl)pyrimidines was synthesized by 3+3 cyclocondensation. Reaction of 6-arylamino-1,3-dialkyluracils with perfluorinated carboxylic acid anhydrides or chloroanhydrides and subsequent cyclization gave the corresponding 1,3-dialkyl-5-(polyfluoroalkyl)-5-deazaalloxazines. An unexpected recyclization in the series of spiro[indole-3,5'-pyrimido[4,5-b]quinoline]-2,2',4'-trione derivatives, carried out via a reaction between (thio)barbituric acids, isatins and electron-rich aromatic amines, was observed.