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Photolysis and Thermolysis of N ‐Alkoxycarbonyl‐α‐diazoamide Acetals
Author(s) -
Graziano M. L.,
Scarpati R.,
Fattorusso E.
Publication year - 1974
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.5570110416
Subject(s) - chemistry , thermal decomposition , oxazole , substituent , carbene , photodissociation , intramolecular force , medicinal chemistry , photochemistry , decomposition , organic chemistry , catalysis
In the photoysis and thermolysis of 1‐phenyl‐2,2‐dimethoxy‐2‐( N ‐alkoxycarbonylamino)‐diazoethanes the presence of the N ‐alkoxyearbonylamino substituent is of fundamental importance. In both cases the carbene intermediate, through intramolecular addition to carbonyl oxygen, gives, as main products, oxazole derivatives. In the thermolysis, especially at relatively low temperature (160°), the diazoamide acetals in part cyclize to form triazole derivatives.