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, Organic Chemistry

Anton Axelsson

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry, Organic Chemistry

Henrik Sundén

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry, Organic Chemistry

Green Chemistry

1463-9262 (ISSN) 1463-9270 (eISSN)

Vol. 18 686-690

Driving Forces

Sustainable development

Subject Categories

Chemical Sciences

Organic Chemistry

DOI

10.1039/C5GC01965F