Australian Journal of Chemistry

Cyclic nitrones. I. Reactions of α-keto nitrones at nitrone carbon

RFC Brown, L Subrahmanyan, CP Whittle

Index: Brown,R.F.C. et al. Australian Journal of Chemistry, 1967 , vol. 20, p. 339 - 347

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Citation Number: 8

Abstract

Abstract The chemistry of 3, 4, 5, 6-tetrahydro-3-oxopyridine 1-oxides has been studied with respect to: reaction with hydrazine-the 6, 6-dimethyl compound (IV) gave a hydrazone (VII) by ring contraction following initial attack at C 2;(ii)(ii) 2-arylation with diazonium salts, eg conversion of (III) into (XIII);(iii) acid-and base-catalysed deuterium exchange at C 2, C 4, and C 6;(iv)(iv) oxidation of the 5, 5-dimethyl compound (III) by chromate ion to a 2, 2?- ...