REACTIVITY OF NUCLEOPHILIC URACIL DERIVATIVES

Citation
G. Grangier et al., REACTIVITY OF NUCLEOPHILIC URACIL DERIVATIVES, Journal of heterocyclic chemistry, 31(6), 1994, pp. 1707-1714
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
31
Issue
6
Year of publication
1994
Pages
1707 - 1714
Database
ISI
SICI code
0022-152X(1994)31:6<1707:RONUD>2.0.ZU;2-R
Abstract
The reactivity of uracil derivatives bearing acidic methylene groups a t N1 was investigated. On treatment with strong base, compounds with n itrile as the activating group underwent extensive dimerisation to giv e new tricyclic systems. Ester-activated compounds also produced dimer s in the absence of an external electrophile, but their monomeric carb anions could be trapped by prompt addition of benzyl bromide to give n ormally alkylated products.