1567732-56-2Relevant articles and documents
On the reactivity of nitrosoimidazoles with acids (the Cusmano-Ruccia reaction): A continuous source of new ring-into-ring interconversion
Cosimelli, Barbara,Frenna, Vincenzo,Rambaldi, Mirella,Severi, Elda,Spinelli, Domenico
, p. 1488 - 1490 (2014)
An extension of the 'Cusmano-Ruccia' reaction is reported. 6-(4-chlorophenyl)-3-methyl-5-nitrosoimidazo[2,1-b]oxazole by the action of hydrochloric acid gives 3-(4-chlorobenzoyl)-5-methyl-1,2,4-oxadiazole (13); presumably via ammonium ion, CO2 and methanol elimination. The relevance of the nature of the atom of the B-ring linked to C-2 of the imidazole for the occurrence of the ring-into-ring interconversion has been once more confirmed.