126733-78-6Relevant articles and documents
8,11a-Methanocyclooctaquinazolines: Diisophoranes Incorporating the Pyrimidine Ring System
Kurzer, Frederick,Langer, Stanley S.
, p. 1421 - 1429 (2007/10/02)
The interaction of 1-chloro( or hydroxy)diisophor-2(7)-en-3-one 1 or 3 with guanidines or ureas produces good yields of substituted 8,11a-methanocyclooctaquinazolines 5-11, involving a nucleophilic SN1-substitution at the 1-bridgehead and dehydrative cyclization at the 3-keto-group of the tricyclic reactants 1,3.The structure assigned to members of this novel heterocyclic bridged ring-system is based on both chemical and carbon nmr spectral evidence.The synthesis provides further variants of the incorporation of a fused heterocyclic ring into the tricyclo2.7>tridecane carbon skeleton.A related condensed oxazine 16 is similarly accessible.