A novel approach to the synthesis of purine derivatives (bases and nucleosides) bearing 4,5-dihydrofuran-2-yl and tetrahydrofuran-2-yl substituents at the 6-position as partly and fully saturated analogues of biologically active 6-hetarylpurine nucleosides is reported. Palladium-catalyzed crosscoupling reactions of 6-iodopurines with new (4,5-dihydrofuran-2-yl)zinc chloride (1) gave 6-(4,5-dihydrofuran-2-yl)-
Fused pyrimidine derivatives R 0515 C-Functionalization of 9-Deazapurines by Cross-Coupling Reactions. -The functionalization in positions 2, 4, and 7 is described. Interestingly, treatment of the alkyne (VII) with AlMe3 does not yield the expected isopropyl derivative but the (Z)-propenyl analogue (IX). -(BAMBUCH, V.; OTMAR*, M.; POHL, R.; MASOJIDKOVA, M.; HOLY, A.; Tetrahedron 63 (2007) 7, 1589-1601; Inst. Org. Chem. Biochem., Acad. Sci. Czech Rep., CZ-166 10 Prague 6, Czech Republic; Eng.) -Jannicke 23-157
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