Construction of 5H‐Dibenzo[c,e]azepine Framework from Dibenzothiophene Dioxides and N‐Benzylimines through SNAr Reactions

Treatment of a mixture of dibenzothiophene dioxides and benzaldehyde N‐benzylimines with potassium hexamethyldisilazide induces sequential intermolecular and intramolecular SNAr reactions to eventually form the corresponding 5H‐dibenzo[c,e]azepines without any formation of the conceivable five‐membe...

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Bibliographic Details
Published in:Helvetica chimica acta 2021-12, Vol.104 (12), p.n/a
Main Authors: Furukawa, Tomoki, Yanagi, Tomoyuki, Kaga, Atsushi, Saito, Hayate, Yorimitsu, Hideki
Format: Article
Language:English
Subjects:
aromatic metamorphosis
azacycles
nucleophilic aromatic substitution
nucleophilic substitution
seven-membered rings
sulfur heterocycles
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Summary:Treatment of a mixture of dibenzothiophene dioxides and benzaldehyde N‐benzylimines with potassium hexamethyldisilazide induces sequential intermolecular and intramolecular SNAr reactions to eventually form the corresponding 5H‐dibenzo[c,e]azepines without any formation of the conceivable five‐membered fluorene derivatives.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.202100195