Croatica Chemica Acta, Vol. 49 No. 1, 1977.
Original scientific paper
Heterocycles. CLVII. Oxidative Transformations of Some Heterocyclic Hydrazones with Lead Tetraacetate
B. Stanovnik
; Department of Chemistry, University of Ljubljana, 61000 Ljubljana, Slovenia, Yugoslavia
M. Tišler
; Department of Chemistry, University of Ljubljana, 61000 Ljubljana, Slovenia, Yugoslavia
Abstract
Reactions of hydrazones of heterocyclic aldehydes with lead
tetraacetate in the presence or absence of dienophiles are described.
We have found that during the reaction with lead tetraacetate the
formed intermediate nitrilimines react preferentially with the acetate
ion and not with the acetylenic dienophile. An exception is
acrylonitrile which formed the cycloadduct. If the structure of the
intermediate nitrilimine is such that a dipolar cycloaddit~on, involving
the pyridine ring nitrogen, is possible, triazolopyridines are
formed.
Keywords
Hrčak ID:
196427
URI
Publication date:
25.3.1977.
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