Photoinduced Acylations Via Azolium-Promoted Intermolecular Hydrogen Atom Transfer.

ABSTRACT: Photoinduced hydrogen atom transfer (HAT) has been developed as a powerful tool to generate synthetically valuable radical species. The direct photoexcitation of ketones has been known to promote HAT or to generate acyl radicals through Norrish-type pathways, but these modalities remain severely limited by radical side reactions. We report herein a catalyst- and transition metal-free method for the acylation of C-H bonds that leverages the unique properties of stable, isolable acyl azolium species. Specifically, acyl azolium salts are shown to undergo an intermolecular and regioselective HAT upon LED irradiation with a range of substrates bearing active C-H bonds followed by C-C bond formation to afford ketones. Experimental and computational studies support photoexcitation of the acyl azo

SUBMITTER: Zhu JL 

PROVIDER: S-EPMC10191224 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature