Routes to polysubstituted and condensed pyridines and diazines - utilization of 1,3-bielectrophiles and transition metal-based catalysis in ring synthesis/modification

10.18453/rosdok_id00001095 Ostrovskyi, Dmytro Dmytro Ostrovskyi http://d-nb.info/gnd/1029568480 Routes to polysubstituted and condensed pyridines and diazines - utilization of 1,3-bielectrophiles and transition metal-based catalysis in ring synthesis/modification Universität Rostock 2012 540 Chemistry & allied sciences 2012 en http://purl.uni-rostock.de/rosdok/id00001095 urn:nbn:de:gbv:28-diss2013-0008-6 The present work aimed to study the potential of well-known synthetic strategies for the synthesis of imidazo[4,5-b]pyridine-derived (or 1-desazapurine-derived), purine-derived and benzimidazole-derived moieties and their modifications. This includes [3+3] cyclocondensations, inverse electron-demand Diels-Alder reaction, intramolecular palladium-catalyzed arylation. In addition, unprecedented method of synthesis of 4-trifluoromethylpyridines was developed, including scope limitation and theoretical mechanistic studies with DFT methods.