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Updated: Apr 27, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Functionalized oxatriquinanes and their structural equilibrium in protic solvent
Hideyuki Suzuki1, Hideaki Muratake
1Research Foundation Itsuu Laboratory.
Abstract:
We synthesized oxatriquinane hexafluorophosphate bearing an ethoxycarbonylmethyl group 7 or a 2-oxopropyl group 11. Both of these organic oxonium cation compounds were obtained as stable solids. However, (1)H-NMR analysis showed that oxatriquinane 7 was present as the oxonium cation in aprotic solvent CD₃CN, but was in rapid equilibrium with ring-opened bicyclic compound 8 in protic solvent CD₃OD. The oxatriquinane 11 also showed similar behavior in protic solvent. Phenyl-substituted oxatriquinanes 12 and 14 were also obtained as stable solids, and showed similar properties to 7 and 11.
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