The efficient synthesis of 2-arylpyrimidine acyclic nucleoside phosphonates using Liebeskind–Srogl cross-coupling reaction

A series of novel acyclic nucleoside phosphonates with various aryls attached to the C-2 position of the pyrimidine moiety has been prepared using the Liebeskind–Srogl cross-coupling protocol. The reactions of highly functionalised 2-(methylsulfanyl)pyrimidines with various arylboronic acids were st...

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Bibliographic Details
Published in:Tetrahedron 2011-09, Vol.67 (38), p.7379-7385
Main Authors: Břehová, Petra, Česnek, Michal, Dračínský, Martin, Holý, Antonín, Janeba, Zlatko
Format: Article
Language:English
Subjects:
Acyclic nucleoside phosphonates
Arylboronic acids
Chemical reactions
Chemistry
Cross coupling
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Liebeskind–Srogl cross-coupling
Microwave
Nucleosides
Organic chemistry
Organic compounds
Phosphonates
Preparations and properties
Pyrimidines
Synthesis (chemistry)
Tetrahedrons
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Summary:A series of novel acyclic nucleoside phosphonates with various aryls attached to the C-2 position of the pyrimidine moiety has been prepared using the Liebeskind–Srogl cross-coupling protocol. The reactions of highly functionalised 2-(methylsulfanyl)pyrimidines with various arylboronic acids were studied and optimised. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2011.07.040