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Updated: Oct 21, 2025
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Accessing Extended Fused Isoindolinones Via Sequential Anionic Intramolecular Cyclizations
Genesis Infante1, Sara Eisler1
1Department of Chemistry, University of New Brunswick, 30 Dineen Drive, Fredericton, New Brunswick, E3B 5A3, Canada.
Abstract:
Sequential anionic intramolecular cyclizations and modelling were used for the first time to access unusual fused heterocyclic frameworks in excellent yields. 5-Exo-dig cyclizations yielded isoindolinone motifs and a subsequent 6-exo- and 7-endo-dig cyclization was directed to provide either fused isoquinoline or azepine frameworks. Regioselectivities were controlled by exploiting stereoelectronic effects via nC- →π*(Ph) interactions, and modelling studies provided reaction scope.
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