N‐Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air
Hui Tan, Shen‐An Wang, Zixi Yan, Jianzhong Liu, Jialiang Wei, Song Song, Ning Jiao
Abstract
Abstract Oxygenation reactions with molecular oxygen (O 2 ) as the oxygen source provides a green and straightforward strategy for the construction of O‐containing compounds. Demonstrated here is a novel N‐heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O‐atoms from O 2 . Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O 2 .
Topics & Concepts
CarbeneChemistryCatalysisHalideOxygenMolecular oxygenOrganic synthesisCombinatorial chemistryOxidative phosphorylationOxygen atomPhotochemistryOrganic chemistryMedicinal chemistryMoleculeBiochemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCarbon dioxide utilization in catalysis