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Reaction of 2‐diazo‐1,2‐diarylethanones with benzophenone n ‐(diaryl)acyl hydrazones: Formation of 1,3,4‐oxadiazolines
Author(s) -
Singh Girija S.
Publication year - 2006
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570430634
Subject(s) - chemistry , benzophenone , diazo , intramolecular force , photochemistry , cycloaddition , medicinal chemistry , organic chemistry , catalysis
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.