Photoredox/Nickel Dual Catalysis-Enabled Aryl Formylation with 2,2-Dimethoxy- N, N-dimethylethan-1-amine as CO Source

Org Lett. 2024 Feb 23;26(7):1478-1482. doi: 10.1021/acs.orglett.4c00139. Epub 2024 Feb 9.

Abstract

Herein, a dual photoredox/nickel catalyzed formylation of aryl bromide with commercially available 2,2-dimethoxy-N,N-dimethylethan-1-amine as an effective CO source has been successfully achieved, delivering a series of aromatic aldehydes in moderate to good yields. Compared with the traditional reductive carbonylation process, this newly designed synthetic protocol provides a straightforward toolbox to access aromatic aldehydes, obviating the use of carbon monoxide and stoichiometric reductants. Finally, the utility of this direct formylation reaction was demonstrated in the pharmaceutical analogue synthesis.