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Intermediates in the reaction of singlet oxygen with trisubstituted oxazoles
Author(s) -
Graziano M. L.,
Iesce M. R.,
Scarpati R.
Publication year - 1978
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.5570150725
Subject(s) - chemistry , singlet oxygen , singlet state , oxygen , photochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , excited state , physics , nuclear physics
Trisubstituted oxazoles I react at −15° with singlet oxygen to give dioxazoles III and iminoanhydrides V which rearrange at room temperature to triamides VI. The intermediate ratio (III/V) is sensitive to the reaction temperature. It is likely that at room temperature triamides VI are essentially formed via imino‐anhydrides V.