Condensation-Cyclization of Acetoacetanilides with 1,3,5-Trinitrobenzene. Formation and Structure of Some Stable Delocalized Anions Containing the Bicyclononane Skeleton
A series of new bicyclic anions containing the bicyclononane skeleton have been prepared from 1,3,5-trinitrobenzene and carbanions derived from substituted acetoacetanilides.The condensation-cyclizations are initiated by triethylamine.A mechanistic picture for the cyclization is shown as proceeding through a delocalized carbanion intermediate.
Gnanadoss, Lalitha Mary,Radha, N.
p. 570 - 574
(2007/10/02)
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