Dual Roles of tert-Butyl Nitrite in the Transition Metal- and External Oxidant-Free Trifluoromethyloximation of Alkenes.
ChemSusChem
; 12(17): 3960-3966, 2019 Sep 06.
Article
in En
| MEDLINE
| ID: mdl-31359635
ABSTRACT
By employing tert-butyl nitrite as both nitrogen source and oxidant, the trifluoromethyloximation of alkenes proceeds smoothly in a free-radical process. The developed difunctionalization reaction enables practical and efficient synthesis of a wide range of α-CF3 ketoximes in moderate yields with excellent regioselectivity. This method features the use of readily available and stable alkenes as substrates and inexpensive CF3 SO2 Na as a CF3 reagent, no involvement of transition metals or external oxidant, and room-temperature conditions. Moreover, a scale-up of the reaction, further transformation of the products into various valuable CF3 -containing compounds, and removal of the trifluoromethyl group are readily achieved.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
ChemSusChem
Journal subject:
QUIMICA
/
TOXICOLOGIA
Year:
2019
Document type:
Article