Synthesis of 6-alkynylated uridines
- 1 August 1986
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 64 (8) , 1560-1563
- https://doi.org/10.1139/v86-257
Abstract
6-Alkynylated uridines, a hitherto unknown class of compounds, were synthesized by a coupling reaction of terminal alkynes with 6-iodo-2′,3′-O-isopropylidene-5′-O-methoxymethyluridine in the presence of bis(triphenylphosphine)palladium(II) chloride and copper(I) iodide. 6-Ethynyl-2′-deoxyuridine was also prepared by using 6-iodo-3′,5′-O-(tetraisopropyldisiloxan-1,3-diyl)-2′-deoxyuridine as a starting material.This publication has 6 references indexed in Scilit:
- Introduction of an Azido Group to the C-6 Position of Uridine by the Use of a 6-Iodouridine DerivativeNucleosides, Nucleotides and Nucleic Acids, 1985
- Lithiation of 5,6-dihydrouridine: a new route to 5-substituted uridinesTetrahedron, 1985
- Nucleic acid related compounds. 39. Efficient conversion of 5-iodo to 5-alkynyl and derived 5-substituted uracil bases and nucleosidesThe Journal of Organic Chemistry, 1983
- Synthesis and biological evaluation of 6-ethynyluracil, a thiol-specific alkylating pyrimidineJournal of Medicinal Chemistry, 1982
- “Umpulong” of reactivity at the C-6 position of uridine: a simple and general method for 6-substituted uridinesTetrahedron, 1982
- The synthesis of nucleosides derived from 5-ethynyluracil and 5-ethynylcytosineJournal of the Chemical Society, Perkin Transactions 1, 1978