Dioxazolone
In organic chemistry, a dioxazolone is a cyclic carbonate incorporated into C2NO2 ring. It is an uncommon heterocyclic compound. They arise by the phosgenation of hydroxamic acids:
- RC(O)NHOH + COCl2 → RC=NO2CO + 2 HCl
Although dioxazolones are often explosive, they are of interest as precursors to isocyanates:[1]
- RC=NO2CO → R-N=C=O + CO2
Dioxazolones have attracted attention as reagents for the preparation of amides.[2]
References[edit]
- ^ Middleton, William J. (1983). "1,3,4-Dioxazol-2-ones: a potentially hazardous class of compounds". Journal of Organic Chemistry. 48 (21): 3845–7. doi:10.1021/jo00169a059.
- ^ Park, Juhyeon; Chang, Sukbok (2015). "Comparative Catalytic Activity of Group 9 [Cp*MIII] Complexes: Cobalt-Catalyzed C-H Amidation of Arenes with Dioxazolones as Amidating Reagents". Angewandte Chemie International Edition in English. 54 (47): 14103–7. doi:10.1002/anie.201505820. PMID 26404541.