title: Uracil Nucleosides with Reactive Group at C5 Position: 5-(1-Halo-2-sulfonylvinyl)uridine Analogues.
abstract: The transition-metal-catalyzed or radical-mediated halosulfonylation of 5-ethynyluridine provided (E)-(1-halo-2-tosylvinyl)uridines. These (β-halo)vinyl sulfones undergo efficient stereoselective addition-elimination with amines or thiols to provide Z-β-aminovinyl or E-β-thiovinyl sulfones tethered to the C5 position of the uracil ring.
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University , Miami, Florida 33199, United States.
authors.forename: Yong
authors.initials: Y
authors.lastname: Liang
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University , Miami, Florida 33199, United States.
authors.forename: Sazzad H
authors.initials: SH
authors.lastname: Suzol
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University , Miami, Florida 33199, United States.
authors.forename: Zhiwei
authors.initials: Z
authors.lastname: Wen
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University , Miami, Florida 33199, United States.
authors.forename: Alain G
authors.initials: AG
authors.lastname: Artiles
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University , Miami, Florida 33199, United States.
authors.forename: Logesh
authors.initials: L
authors.lastname: Mathivathanan
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University , Miami, Florida 33199, United States.
authors.forename: Raphael G
authors.initials: RG
authors.lastname: Raptis
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University , Miami, Florida 33199, United States.
authors.forename: Stanislaw F
authors.initials: SF
authors.lastname: Wnuk
mesh_terms: D015394:Molecular Structure; D009705:Nucleosides; D013329:Structure-Activity Relationship; D013450:Sulfones / Q000138:chemical synthesis / Q000737:chemistry*; D014498:Uracil / Q000031:analogs & derivatives; D014529:Uridine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D009705:Nucleosides; D013450:Sulfones; D014498:Uracil; C009873:divinyl sulfone; D014529:Uridine