Tetrahedron p. 9521 - 9534 (1996)
Update date:2022-08-03
Topics:
Goux, Catherine
Sigismondi, Silvana
Sinou, Denis
Perez, Montserrat
Moreno-Manas, Marcial
Pleixats, Roser
Villarroya, Merce
Uracil and 5-substituted uracils are monoallylated at N-1 in H2O- CH3CN with the catalytic systemPd(OAc)2/P(C6H4-m -SO3Na)3 (or tppts) although performing the reaction in H2O/THF with the system Pd2(dba)3/dppb leads to diallylations at N-1 + N-3.2-Thiouracil, 5-methyl-2-thiouracil (2- thiothymine) and 6-methyl-2-thiouracil are monoallylated at sulfur in H2O/CH3CN with the catalytic system Pd(OAc)2/P(C6H4-m-SO3Na)3 (or tppts). Performing the reactions in H2O/THF with the system Pd2(dba)3/dppb leads to diallylations at N-1 + N-3 of 2-thiouracil and 2-thiothymine whereas 6-methyl-2-thiouracil is diallylated at S + N-3.
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