Pd-imidate complexes as recyclable catalysts for the synthesis of C5-alkenylated pyrimidine nucleosides via Heck cross-coupling reactionElectronic supplementary information (ESI) available. See DOI: 10.1039/c5ra01461a

Pd-imidate complexes have been employed as efficient catalysts for the Heck alkenylation of unprotected 5-iodo-2′-deoxyuridine in acetonitrile. The protocol was also shown to work well for the unprotected 5-iodo-2′-deoxycytidine. A highly efficient scale-up synthesis of the HSV-1 inhibitor Brivudine...

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Hauptverfasser: Ardhapure, Ajaykumar V, Sanghvi, Yogesh S, Kapdi, Anant R, García, Joaquín, Sanchez, Gregorio, Lozano, Pedro, Serrano, J. Luis
Format: Artikel
Sprache:eng
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Zusammenfassung:Pd-imidate complexes have been employed as efficient catalysts for the Heck alkenylation of unprotected 5-iodo-2′-deoxyuridine in acetonitrile. The protocol was also shown to work well for the unprotected 5-iodo-2′-deoxycytidine. A highly efficient scale-up synthesis of the HSV-1 inhibitor Brivudine (BVDU) is also accomplished in an overall yield of 72% over 3-steps. The catalyst also showed recyclability for 3 consecutive runs. Pd-imidate complexes as recyclable catalysts for Heck alkenylation of pyrimidine nucleosides. Pd-imidate complexes have been employed as efficient catalysts for the Heck alkenylation of unprotected 5-iodo-2′-deoxyuridine in acetonitrile.
ISSN:2046-2069
DOI:10.1039/c5ra01461a