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. 2025 Oct 3;27(39):11083-11088.
doi: 10.1021/acs.orglett.5c03515. Epub 2025 Sep 19.

Visible-Light-Induced Palladium-Mediated Allylic C-H Alkylation Reaction

Affiliations

Visible-Light-Induced Palladium-Mediated Allylic C-H Alkylation Reaction

Kun-Yu Huang et al. Org Lett. .

Abstract

Direct C-H alkylation is one of the most important C-C bond formation events and is crucial to the efficient assembly of functionalized carbon skeletons in synthetic chemistry. We report herein a photoinduced palladium-catalyzed strategy for the direct alkylation of allylic C-H bonds. The success of this transformation relies on the use of 2-bromo-1,3-dimethylbenzene as a hydrogen atom transfer (HAT) mediator, in combination with a carbon nucleophile, facilitated by a palladium catalyst activated by blue light. Unlike classical Pd(II/0) pathways, this approach leverages the versatile reactivity of Pd(0/I/II) species through visible-light excitation, establishing a robust foundation for the feasibility of this synthetic methodology.

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