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Modular synthesis of 1-.alpha.- and 1-.beta.-(indol-2-yl)-2´-deoxyribose C-nucleosides
- 1.0364260 - ÚOCHB 2012 RIV GB eng J - Journal Article
Nečas, D. - Hidasová, D. - Hocek, Michal - Kotora, Martin
Modular synthesis of 1-.alpha.- and 1-.beta.-(indol-2-yl)-2´-deoxyribose C-nucleosides.
Organic & Biomolecular Chemistry. Roč. 9, č. 17 (2011), s. 5934-5937. ISSN 1477-0520. E-ISSN 1477-0539
R&D Projects: GA MŠMT 1M0508; GA AV ČR IAA400550902
Institutional research plan: CEZ:AV0Z40550506
Keywords : efficient synthesis * indole derivatives * aromatic stacking * DNA * cyclization
Subject RIV: CC - Organic Chemistry
Impact factor: 3.696, year: 2011
A simple two-step method for the selective preparation of anomerically pure 1 alpha- and 1 beta-(indol-2-yl)deoxyribose derivatives was developed. The synthesis was based on the Sonogashira reaction of 1 alpha- and 1 beta-ethynyldeoxyribose and 2-haloanilines followed by a Pd-complex catalyzed cyclization to the corresponding indolyldeoxyribosides.
Permanent Link: http://hdl.handle.net/11104/0199786
Number of the records: 1