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Reaction of 3-formylchromone-N-benzoylhydrazone with ketenes. Synthesis and structural studies of chromone 1,3,4-oxadiazolines

✍ Scribed by George C. Kaspentakis; Constantinos A. Tsoleridis; Julia Stephanidou-Stephanatou

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
492 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The reaction of 3‐formylchromone‐N‐benzoylhydrazone with ketenes, prepared in situ from the corresponding acid chlorides 2a‐d and the mixed anhydride 2e was studied. In all cases 2‐(4′‐oxo‐4′H‐3′‐chromyl)‐5‐phenyl‐2,3‐dihydro‐1,3,4‐oxadiazoles (3) were isolated in yields varying from 40 to 80%. A full structure assignment of all products has been made on the basis of 1D and 2‐D (COSY H‐H, COSY C‐H, COLOC C‐H) NMR spectra. A plausible reaction mechanism is also proposed based on theoretical approaches and experimental results.

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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v