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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A Direct Arylation-Cyclisation Reaction for the Construction of Medium-Sized Rings
Daniel Whitaker1, María Batuecas1, Paolo Ricci1
1School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
Abstract:
A strategy for assembling biaryls linked through a medium-sized ring is herein presented. π-Complexation of fluoroarenes to chromium tricarbonyl activates the molecule towards both C-H activation and nucleophilic aromatic substitution without covalently altering the molecular connectivity of the arene. The construction of bridged biaryl molecules with 6-10-membered core rings is achieved through a one-pot C-H arylation/nucleophilic aromatic substitution sequence. The methodology is applicable to the synthesis of heterocyclic as well as fully carbocyclic rings.
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