Attractive aerobic access to the α,β-unsaturated acyl azolium intermediate: oxidative NHC catalysis via multistep electron transfer
Journal article, 2016
To replace high molecular weight oxidants with air (O2) we introduce multistep electron transfer NHC catalysis. The method provides a general and selective oxidation of the α,β-unsaturated aldehyde derived homoenolate to the synthetically useful α,β-unsaturated acyl azolium intermediate. Several independent oxidative NHC-catalyzed reactions are viable with this strategy and the products can be isolated in high to excellent yields.
N-heterocyclic carbene
NHC
oxidation
Green Chemistry
organocatalysis
Electron transfer mediators
Aerobic
Author
Linda Ta
Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry
Anton Axelsson
Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry
Henrik Sundén
Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry
Green Chemistry
1463-9262 (ISSN) 1463-9270 (eISSN)
Vol. 18 3 686-690Driving Forces
Sustainable development
Subject Categories
Chemical Sciences
Organic Chemistry
DOI
10.1039/C5GC01965F