Journal
HETEROCYCLES
Volume 68, Issue 11, Pages 2269-2283Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-06-10842
Keywords
triethyl orthoester; alpha-hydroxyacid hydrazide; optical isomer
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Reactions of (x-hydroxyacid hydrazides (benzilic, R- and S-mandelic) and triethyl orthoesters (orthoformate, orthoacetate, orthopropionate, orthobenzoate) in glacial acetic acid resulted in two groups of heterocyclic compounds, derivatives of 6-phenyl- 1,3,4-oxadiazin-5-(6H)-one and 2-hydroxyinethyl-1,3,4-oxadiazole. Their structures were confirmed by typical spectroscopic methods and X-Ray analysis. Spectral characteristic of the compounds and attempts to elucidate the mechanism are discussed.
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