PALLADIUM-CATALYZED ALLYLATION OF PYRIMIDINE-2,4-DIONES (URACILS) AND OF 6-MEMBERED HETEROCYCLIC AMBIDENT SULFUR NUCLEOPHILES

被引:39
作者
MORENOMANAS, M
PLEIXATS, R
VILLARROYA, M
机构
[1] Department of Chemistry. Universitat Autònoma de Barcelona., Bellaterra
关键词
D O I
10.1016/S0040-4020(01)90197-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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>O; 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).
引用
收藏
页码:1457 / 1464
页数:8
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