Palladium-catalyzed allylation of pyrimidine-2,4-diones (uracils) and of 6-membered heterocyclic ambident sulfur nucleophiles

Marcial Moreno-Mañas, Roser Pleixats, Mercè Villarroya

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39 Citations (Scopus)

Abstract

Pd(0)-Catalyzed allylation of six-membered ambident heterocycles bearing NH-CO, NH-CS and CH2-CO moieties obey the regioselectivity rules: C>O; N> S>N; NH-CO>NH-CS. Uracil and 5-methyluracil (thymine) do not show regioselectivity (N-1 = N-3) whereas 6-methyluracil is regioselectively allylated at N-3 (N-3>N-1). © 1993.
Original languageEnglish
Pages (from-to)1457-1464
JournalTetrahedron
Volume49
Issue number7
DOIs
Publication statusPublished - 12 Feb 1993

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