Synthesis of nitrooxazoles

Autor: W. James Hammar, Mark A. Rustad
Rok vydání: 1981
Předmět:
Zdroj: Journal of Heterocyclic Chemistry. 18:885-888
ISSN: 1943-5193
0022-152X
Popis: A reaction sequence involving halogenation and replacement of the halo substituent by a nitro group using dinitrogen tetraoxide has led to a general, convenient route to 5-nitrooxazoles. Reaction schemes employing both bromine and iodine as the halo substituent have been investigated; however, the method using iodine preceded by a mercuration step affords a better overall yield in the range of 20–50%. Both 2- and 4-nitro-oxazoles can be prepared by this latter sequence, though in lower overall yields (4–12%).
Databáze: OpenAIRE