Synthesis of Phenol and Pyridone C-Ribo-and 2'-Deoxyribonucleosides by Palladium-Catalyzed Hydroxylations of Haloaryl C-Nucleosides

0352060 - ÚOCHB 2011 RIV DE eng J - Článek v odborném periodiku
Štefko, Martin - Hocek, Michal
Synthesis of Phenol and Pyridone C-Ribo-and 2'-Deoxyribonucleosides by Palladium-Catalyzed Hydroxylations of Haloaryl C-Nucleosides.
Synthesis. -, č. 24 (2010), s. 4199-4206. ISSN 0039-7881. E-ISSN 1437-210X
Grant CEP: GA MŠMT LC512; GA AV ČR IAA400550902
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: nucleosides * cross-coupling reactions * hydroxylation
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 2.260, rok: 2010

Phenol and pyridone C-nucleosides in both ribo- and deoxyribo series were prepared by palladium-catalyzed hydroxylations reactions from the corresponding TBS-protected bromophenyl and bromo- or chloropyridyl C-nucleosides using Buchwald-type ligand under mild conditions. Free nucleosides (7 examples) were obtained in good overall yields by cleavage of TBS-protecting groups with Et3N·3HF.
Trvalý link: http://hdl.handle.net/11104/0191657