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N ‐acyl‐ N ‐formylcarbamates. A new class of carbamate derivatives
Author(s) -
Graziano M. L.,
Iesce M. R.,
Scarpalixs R.
Publication year - 1979
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.5570160124
Subject(s) - chemistry , singlet oxygen , hydrolysis , carbamate , oxygen , medicinal chemistry , singlet state , organic chemistry , polymer chemistry , stereochemistry , physics , nuclear physics , excited state
N ‐Acyl‐ N ‐formylcarbamates III can be prepared in good yields by singlet oxygen oxidation of 5‐unsubstituted 4‐alkoxyoxazoles I. They are photo‐ and thermo‐stable and sensitive to hydrolysis under very mild conditions. In contrast 4‐unsubstituted 5‐alkoxyoxazole V reacts with singlet oxygen to give oxamate VII via dioxazole VI.