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Sonogashira reactions of alpha and beta-1-ethynyl-2-deoxyribosides: synthesis of acetylene-extended C-nucleosides
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SYSNO ASEP 0342975 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Sonogashira reactions of alpha and beta-1-ethynyl-2-deoxyribosides: synthesis of acetylene-extended C-nucleosides Author(s) Bobula, T. (CZ)
Hocek, Michal (UOCHB-X) RID, ORCID
Kotora, M. (CZ)Number of authors 3 Source Title Tetrahedron. - : Elsevier - ISSN 0040-4020
Roč. 66, č. 2 (2010), s. 530-536Number of pages 7 s. Language eng - English Country GB - United Kingdom Keywords alkynes ; C-nucleosides ; aryl halides ; cross-coupling reactions Subject RIV CC - Organic Chemistry R&D Projects 1M0508 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) IAA400550902 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR) CEZ AV0Z40550506 - UOCHB-X (2005-2011) UT WOS 000273923300015 DOI 10.1016/j.tet.2009.11.030 Annotation An improved practical protocol for the synthesis of both anomers of 1-ethynyl-2-deoxiribosides 1 was developed. The Sonogashira coupling of ethynyldeoxyribosides 1 with vatious aryl- and heteroaryl halides was carried out under various conditions. It was found that the use of copper-free coupling protocols could reduce the oxidative dimerisation in favour of arylalkynyldeoxyriboside formation. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2011
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