Issue 5, 1987
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Stereochemical studies. Part 89. Saturated heterocycles. Part 84. Preparation and nuclear magnetic resonance study of norbornane–norbornene-fused 2-phenylimino-1,3-oxazines and -thiazines

Pál Sohár,   Géza Stájer,   Angela E. Szabó,   Ferenc Fülöp,   József Szúnyog  and  Gábor Bernáth  

Abstract

diexo- and diendo-3-hydroxymethylbicyclo[2.2.1]hept-2-yl- and hept-5-en-2-yl-amines (1)–(4) and their N-methyl and N-benzyl derivatives with phenyl isothiocyanate furnished via thioureas (5)–(8) the condensed skeleton tricyclic 2-phenylimino-1,3-thiazines (9)–(12) and 1,3-oxazine-2- thiones (13) and (14) as by-products in acidic medium. By base-catalysed cyclization of the isothiuronium salts of (5)–(8), the 2-phenylimino-1,3-oxazines (15)–(18) were obtained. The complete series of structural and annelation isomers of the norbornanes-norbornenes and oxazinesthiazines permitted a systematic 1H and 13C n.m.r. spectroscopic study of the correlation between the spectral parameters and the structural features in this family of compounds.

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Article information

DOI
https://doi.org/10.1039/P29870000599
Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1987, 599-605

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Stereochemical studies. Part 89. Saturated heterocycles. Part 84. Preparation and nuclear magnetic resonance study of norbornane–norbornene-fused 2-phenylimino-1,3-oxazines and -thiazines

P. Sohár, G. Stájer, A. E. Szabó, F. Fülöp, J. Szúnyog and G. Bernáth, J. Chem. Soc., Perkin Trans. 2, 1987, 599 DOI: 10.1039/P29870000599

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