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Gas-Phase ring-chain tautomerism in 1,3-oxazines. Does it exist?

✍ Scribed by Pirjo Vainiotalo; Ferenc Fülöp; Kalevi Pihlaja

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
389 KB
Volume
26
Category
Article
ISSN
1076-5174

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✦ Synopsis

Gas-phase ring-chain tautomeric equilibria with eight 2-phenyl-substituted perhydro-l,3-oxazines and six 2-arylsubstituted 1,2-dihydro-4H-3,l-benzoxazines were studied by recording their mass spectra under different conditions. Their fragmentation behaviour was also studied using metastable ion analysis and exact mass measurement. For the monocyclic compounds the existence of tautomerism was apparent and it resembled that found in nonpolar solvents. In contrast, benzoxazines gave little evidence for the presence of the open-chain forms.

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Solid-state NMR study of the kinetics of
Solid-state NMR study of the kinetics of a ring chain tautomerism in a tetrahydro-1, 3-oxazine derivative
✍ Frank G. Riddell; Martin Rogerson; Ferenc Fülöp; Gábor Bernáth 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 237 KB 👁 1 views

## Abstract Condensation of __cis__‐__2__‐aminomethylcyclohexanol with __p__‐nitrobenzaldehyde under mild conditions initially gives the imine as the kinetically controlled product. The imine undergoes a solid‐state rearrangement to the bicyclic tetrahydro‐1, 3‐oxazine. The kinetics of the rearrang