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Reaction of 2-diazo-1,2-diarylethanones with benzophenone n-(diaryl)acyl hydrazones: Formation of 1,3,4-oxadiazolines

✍ Scribed by Girija S. Singh

Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 194 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430634

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✦ Synopsis

Abstract

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The reaction of 2‐diazo‐1,2‐diarylethanones with benzophenone N‐(diaryl)acyl hydrazones leads to the formation of 1,3,4‐oxadiazolines. The products have been characterized on the basis of satisfactory analytical and spectral (IR, ^1^H and ^13^C NMR, and Mass) data. The mechanism for the formation of products through the reaction of diarylketenes, generated in situ from thermal decomposition of the 2‐diazo‐1,2‐diarylethanones, with imino nitrogen and intramolecular [2 + 3] dipolar cycloaddition is suggested.

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