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Construction of 5H-Dibenzo[c,e]azepine Framework from Dibenzothiophene Dioxides and N-Benzylimines through SNAr Reactions |
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| Authors: | Tomoki Furukawa Tomoyuki Yanagi Atsushi Kaga Hayate Saito Hideki Yorimitsu |
| Institution: | Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502 Japan |
| Abstract: | 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-dibenzoc,e]azepines without any formation of the conceivable five-membered fluorene derivatives. |
| Keywords: | aromatic metamorphosis azacycles nucleophilic aromatic substitution nucleophilic substitution seven-membered rings sulfur heterocycles |