Blue-Light-Induced Iron-Catalyzed α-Alkylation of Ketones

Org Lett. 2022 Aug 5;24(30):5584-5589. doi: 10.1021/acs.orglett.2c02233. Epub 2022 Jul 27.

Abstract

We report a visible-light-induced iron-catalyzed α-alkylation of ketones. The photocatalytic system is based on the single diaminocyclopentadienone iron tricarbonyl complex. Two catalytic intermediates of this complex are able to harvest light, allowing the synthesis of substituted aromatic and aliphatic ketones at room temperature using the borrowing hydrogen strategy in the presence of various substituted primary alcohols as alkylating reagents. Preliminary mechanistic studies unveil the role of light for both the dehydrogenation and reduction step.