The Journal of Organic Chemistry

Ring-chain tautomerism of derivatives of 1-(. alpha.-aminobenzyl)-2-naphthol with aromatic aldehydes

HE Smith, NE Cooper

文献索引：Smith,H.E.; Cooper,N.E. Journal of Organic Chemistry, 1970 , vol. 35, p. 2212 - 2215

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被引用次数: 38

摘要

The ir spectra of the condensation products of 1-(a-aminobenzyl)-2-naphthol with benzaldehyde and substituted benzaldehydes indicate that in the crystalline state they have the 2, 3-dihydro-lH-naphth [1, 2-e][1, 3]-oxazine structure. The nmr spectra show that in chloroform-d they equilibrate to a mixture of the cis-and trans-naphthoxazine (ring) and the corresponding Schiff base (chain) tautomers. The ring/chain ratio depends on the ...